Podcast appearances and mentions of Ryan Gibson

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Best podcasts about Ryan Gibson

Latest podcast episodes about Ryan Gibson

Passive Income Pilots
#157 - Who Gets Paid First? How Real Estate Deals Are Actually Structured

Passive Income Pilots

Play Episode Listen Later Jun 16, 2026 57:27


Tait Duryea and Ryan Gibson break down one of the most important but often misunderstood parts of real estate investing: the capital stack. They explain how senior debt, mezzanine debt, preferred equity, and common equity shape risk, returns, and who gets paid first. For pilots and high-income professionals evaluating passive income opportunities, this episode offers a practical framework for understanding leverage, deal structure, DSCR, private credit, and why projected returns do not tell the whole story.Show notes:(0:00) Intro(1:10) Ways investors get paid(3:08) Capital stack basics(4:11) Debt drives real estate risk(7:32) All-cash versus leveraged deals(10:31) Common equity explained(18:50) Preferred equity position(21:10) Checking debt ahead(27:39) Rescue capital versus healthy deals(35:36) Operator view on structure(42:05) DSCR and cash flow cushion(57:18) OutroRelated Episode: #2 - Invest Passively in DST and Opportunity Zones with Brandon BruckmanIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

The Smart Real Estate Coach Podcast|Real Estate Investing
Episode 563: The Self-Storage Strategy That Thrives in Any Economy with Ryan Gibson & Tait Duryea

The Smart Real Estate Coach Podcast|Real Estate Investing

Play Episode Listen Later Jun 10, 2026 29:18


Ryan Gibson is a former 17-year Delta and Alaska Airlines pilot turned self-storage mogul, now operating as one of the 29th largest self-storage operators in the country with over $1 billion in assets and 7.5 million square feet under management through his company, Spartan Investors.   In this first of a two-part series, Ryan joins host Chris Pre to break down why self-storage is one of the most recession-resilient asset classes available, how to use seller financing to acquire deals without banks, and what it really looks like to build a 200-person business while still flying commercial jets — and then finally walk away on your own terms.   Key Talking Points of the Episode   00:00 Introduction 01:08 Passive Income Pilots podcast 02:20 How Ryan and Tait met and started Passive Income Pilots 04:48 The importance of financial and time freedom for pilots 06:03 The 3 Paydays System 08:33 Deep dive into self-storage as an asset class 10:09 Why more Americans use self-storage than fly on airplanes 11:08 The 5 Ds of self-storage demand 13:29 Opportunities for mom-and-pop owned facilities 14:02 Competing with "big money" in smaller markets 15:48 Building trust and uncollateralizing notes 17:12 Typical terms for syndicated real estate deals 19:20 Advice for W-2 employees considering the jump into business 21:07 The psychological benefits of maintaining a professional career 24:42 Preview of part 2: Diversification with Tait Duryea 26:40 3 Paydays Live Event   5 Key Takeaways Self-Storage Wins in Any Economy — The five D's (Death, Displacement, Downsizing, Divorce, Diapers) drive self-storage demand through recessions, COVID, and market downturns alike. Occupancy often increases during economic disruption — not despite it. Avoid Institutional Competition by Going Small — Big money chases 100,000+ sq ft facilities in core markets. The 10,000–20,000 sq ft mom-and-pop space is largely ignored by institutions, which means less competition and far more seller-financing opportunities for individual investors. Seller Financing Is About Aligning Motivations — Ryan's first seller didn't want the note paid off because of capital gains exposure. Understanding why a seller needs what they need — not convincing them — is what makes creative financing work. Authentic outreach and trust over time unlocked a $1.1M carry-back note that followed them to the next deal. Keep Your W-2 While You Build — Ryan flew commercially for 8 to 9 years while building a 200-person company. For airline pilots with flexible schedules, there's little reason to abandon high W-2 income early. Use the schedule, build with urgency during off days, and only step away when the business demands it. ROI on Life Matters as Much as ROI on Investment — Ryan shifted from active flipping to passive investing vehicles because he wanted to give other pilots a great return without sacrificing their time. The goal isn't just financial — it's building a portfolio that gives you back control of how you spend your days.   Links   3 Paydays® Live https://3paydayslive.com/podcast   Free Discovery Call https://smartrealestatecoachpodcast.com/discovery   3 Paydays® System Mastery Course - Use coupon code for 50% off https://smartrealestatecoach.com/qls Coupon code: pod   Apprentice Program 3PaydaysApprentice.com/Podcast    Masterclass https://smartrealestatecoach.com/masterspodcast   3 Paydays Books https://3paydaysbooks.com/podcast   Partners https://smartrealestatecoach.com/podcastresources

Real Estate Investing For Professional Men & Women
Episode 382: How Passive Self-Storage Investing Benefits Real Estate Investors, with Ryan Gibson

Real Estate Investing For Professional Men & Women

Play Episode Listen Later Jun 10, 2026 37:23


Can you build wealth through real estate without becoming a landlord? In this episode of the Massive Passive Cash Flow Podcast, host Gary Wilson sits down with Ryan Gibson, founder of Spartan Investment Group and former airline pilot, to discuss how busy professionals can leverage passive real estate investing to create long-term wealth, generate cash flow, and benefit from tax advantages—without the headaches of active property management. Ryan shares his journey from owning single-family rentals to building a billion-dollar self-storage portfolio across multiple states. Learn why self-storage has become one of the most resilient real estate asset classes, how syndications work, and what investors should evaluate before investing in any deal. Whether you're a real estate investor, real estate agent, entrepreneur, pilot, doctor, dentist, or high-income professional looking to diversify your income streams, this episode provides actionable insights on passive investing, risk management, due diligence, and wealth-building strategies. In This Episode: ✅ Why Ryan transitioned from airline pilot to real estate entrepreneur ✅ The difference between active and passive real estate investing ✅ Why self-storage outperforms many traditional asset classes ✅ How syndications allow investors to own real estate passively ✅ The "Knowledge, People, Action" framework for investing success ✅ How to evaluate risk, leverage, and returns in real estate deals ✅ What busy professionals should know before investing passively ✅ Lessons from aviation that apply to business and investing Connect with Ryan Gibson    Website: https://spartan-investors.com/  LinkedIn: https://www.linkedin.com/in/ryan-gibson1/  YouTube: https://www.youtube.com/@passiveincomepilots/videos  YouTube: https://www.youtube.com/@SpartanInvestmentGroup  Facebook: https://www.facebook.com/spartaninvestmentgroup/  eBooks: https://spartan-investors.com/class-types/ebook/    Attention Investors and Agents:   Are you ready to scale your real estate business and connect with like-minded professionals?

Passive Income Pilots
#157 - Oil, Gas, AI, and the Next Energy Boom with Elena Melchert

Passive Income Pilots

Play Episode Listen Later Jun 9, 2026 43:37


Hosts Tait Duryea and Ryan Gibson sit down with Elena Melchert to examine how energy demand, fossil fuels, mineral rights, royalties, and infrastructure shape real passive income opportunities. Elena brings a grounded, technical perspective to a sector many investors hear about but rarely understand deeply. For pilots and high-income professionals looking at alternative investments, tax strategy, and long-term cash flow, this conversation offers a clearer way to think about energy as both a global necessity and a potential portfolio play.Elena Subia Melchert is the founder and president of Energia Consulting LLC and host of Oil and Gas Upstream. With a career spanning engineering, energy technology, federal policy, and industry advisory work, Elena helps connect technical expertise with practical energy solutions. Her background includes leadership in upstream research at the U.S. Department of Energy, along with ongoing work in emerging energy areas such as geothermal, carbon storage, produced water, and geologic hydrogen. She brings rare depth, clarity, and real-world perspective to today's energy conversation.Show notes:(0:00) Intro(2:17) Elena's oil and gas background(7:31) Upstream research and technology(10:06) The reality of energy transition(16:28) Energy poverty around the world(18:42) Pilots, fuel costs, and investing(20:42) Fossil fuels over the next 50 years(22:19) Infrastructure versus production(25:41) How oil and gas royalties work(30:32) Royalties during market downturns(40:13) Geothermal and critical minerals(43:28) OutroConnect with Elena Melchert:Website: https://energiaconsultingllc.com/our-company LinkedIn: https://www.linkedin.com/in/elenamelchert/ Podcast: https://podcasts.apple.com/us/podcast/oil-and-gas-upstream/id1450833136 If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#156 - From Active Deals to Passive Income with Chris Prefontaine

Passive Income Pilots

Play Episode Listen Later May 20, 2026 33:23


Tait Duryea and Ryan Gibson welcome back Chris Prefontaine for a practical conversation on active investing, creative deal structures, and using real estate to build capital for future passive income. Built for pilots and high-income professionals, this episode looks at what it takes to move beyond simply writing checks into deals and start understanding how opportunities are created. Chris brings a seasoned perspective on today's market, traditional bank limits, and the skills investors need before getting more hands-on. If you have ever wondered whether active real estate could help fuel your long-term wealth strategy, this episode is worth your attention.Chris Prefontaine is the Chairman and Founder of Smart Real Estate Coach®, a best-selling author, and host of the Smart Real Estate Coach® Podcast. With nearly 35 years in the industry, Chris has helped investors better understand creative real estate strategies through changing market cycles. His work gives listeners a practical look at how experience, education, and smart deal structure can shape a more resilient investing path.Show notes:(0:00) Intro(0:44) Active income to passive wealth(4:36) Chris' real estate background(9:23) The three-payday strategy(11:51) First steps for active investors(16:44) Creative financing trends(19:04) What does creative financing mean(23:28) Personal guarantee risks(27:03) Buying short-term rentals(33:03) OutroConnect with Chris:Website: https://3paydaysbooks.com/pip LinkedIn: https://www.linkedin.com/in/chrisprefontaine/ Related Episode: #97 - Creative Deal Structuring: Smart Real Estate Strategies with Chris PrefontaineIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#155 - The New Reality of Aviation Hiring with Nik Fialka

Passive Income Pilots

Play Episode Listen Later May 13, 2026 27:23


What happens when the aviation job market shifts faster than pilots are prepared for?Live from TPNX in Dallas, Tait Duryea sits down with Nik Fialka for a timely look at pilot hiring, airline interviews, and career strategy in a changing aviation market. From major airline hiring trends to the pressure facing Spirit and regional pilots, this episode gives pilots and aviation families a clearer view of what is shifting, what still matters, and why preparation can make or break the next opportunity. If you know an aspiring pilot, military transition pilot, regional pilot, or airline hopeful, this is the conversation to send them before the next interview window opens.Nik Fialka is a major airline pilot, former U.S. Navy pilot, aviation mentor, and host of Ready 4 Pushback. As part of Spitfire Elite, he helps pilots prepare for high-stakes airline interviews with a focus on confidence, communication, leadership, and cultural fit. With experience across military aviation, airline operations, and pilot coaching, Nik brings a practical, no-fluff perspective to the career decisions that shape a pilot's future. His work supports aviators from flight training to major airline interviews and beyond.Show notes:(0:00) Intro(1:48) Nick's aviation background(3:36) Inside Spitfire Elite(5:11) Why interview prep matters(7:08) Authentic interview answers(8:49) Ready for Pushback podcast(12:13) State of aviation hiring(18:04) Major airline hiring numbers(19:37) Advice for Spirit pilots(22:59) Standing out beyond flight time(27:16) OutroConnect with Nik Fialka:Website: https://spitfireelite.com/ Email: podcast@spitfireelite.com LinkedIn: https://www.linkedin.com/in/sir-nik-fialka-86b16515/ If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#154 - The Pilot's Guide to SDIRA Tax Traps with Mark Kohler

Passive Income Pilots

Play Episode Listen Later Apr 28, 2026 55:40


Tait Duryea and Ryan Gibson welcome back Mark Kohler to unpack one of the most misunderstood topics in self-directed IRA investing: UBIT and UDFI. Mark explains how these taxes show up in real estate syndications, why leverage can trigger tax inside an IRA, when C corp blockers may help, and what pilots should watch for on K-1s and 990-T filings. This episode gives high-income professionals a clearer way to evaluate SDIRA deals without letting tax fear cloud the bigger investment picture.Mark Kohler is a CPA, attorney, tax strategist, and longtime advocate for small business owners and investors. With decades of experience in tax law, entity structuring, retirement planning, and asset protection, Mark is known for making complex tax strategies easier to understand and apply. He brings practical clarity to the rules that affect pilots and high-income professionals using retirement dollars to invest beyond Wall Street.Show notes:(0:00) Intro(0:48) UBIT and self-directed IRAs(4:32) Understanding UBIT, UDFI, and 990-Ts(5:36) Why UBIT exists(10:05) How C Corp blockers work(14:37) Reading K-1 warning signs(18:57) How leverage creates UDFI(23:09) Comparing SDIRA and cash investors(31:18) Trust tax rates explained(37:41) When IRAs need an EIN(41:37) Real numbers on UDFI taxes(55:30) OutroConnect with Mark:Website: https://markjkohler.com/ LinkedIn: https://www.linkedin.com/in/markjkohler/ Related Episodes: #110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez Fakhoury#36 - Decoding the Untapped Potential and Complex World of Self-Directed IRAs with Derreck Long#82 - From LLCs and HSAs to Roth IRAs: Mastering Wealth Protection with Mark KohlerIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Grow Your Business and Grow Your Wealth
Bonus: Self Storage Investing Without the Headaches

Grow Your Business and Grow Your Wealth

Play Episode Listen Later Apr 27, 2026 28:40


What if passive income is not about chasing the latest flashy strategy, but about getting clear on what you actually want, understanding the risks, and choosing investments that fit your life?In this episode of Grow Your Business & Grow Your Wealth, Gary Heldt talks with Ryan Gibson, President and Chief Investment Officer of Spartan Investment Group. Ryan shares how his journey from airline pilot to real estate investor led him to build a firm that helps investors participate in self-storage without taking on the day-to-day burden of ownership. The conversation covers common investor mistakes, how self-storage really works, where investment capital can come from, and why clarity matters more than hype when building long-term wealth.→ Ryan explains why many high-income earners jump into real estate before deciding whether they actually want an active business or a passive investment.→ He breaks down several ways investors may fund real estate opportunities, including cash, 401(k) loans, leveraged stock accounts, HELOCs, life insurance strategies, and self-directed IRAs.→ Gary and Ryan discuss the difference between direct ownership in a real estate deal and investing through a REIT, especially when it comes to control, tax treatment, and understanding the actual asset.→ Ryan shares what Spartan looks for in self-storage opportunities, including supply and demand, visibility, density, future buyer interest, and rent growth potential.→ The episode also highlights why self-storage performs across changing economic conditions, driven by life events, business needs, downsizing, moving, and renovation. Ryan says about 70 percent of customers are driven by life transitions, while the other 30 percent are business users.→ Ryan closes with practical advice for high earners who make high income but may not be paying enough attention to what they actually keep after taxes, fees, and poor planning.Listen in for a grounded conversation on passive income, diversification, and why the right professional team can make all the difference.More about Ryan:Ryan Gibson | President & Chief Investment Officer Spartan Investment Group | 1633 Westlake Ave N. Suite 120, Seattle, WA 98109 C: 202.696.5112 Website | Invest in Our Values More about Gary:Visit Gary Heldt's website at https://www.sbadvisors.cc/Connect with Gary on LinkedIn: https://www.linkedin.com/in/gary-d-heldt-jr/

Passive Income Pilots
#153 - Tax Moves Every Pilot Should Know with Nathan Sosa

Passive Income Pilots

Play Episode Listen Later Apr 14, 2026 49:23


How much money are you leaving on the table by waiting until tax season to start planning?Hosts Tait Duryea and Ryan Gibson talk with Nathan Sosa from Hall CPA to break down the latest tax updates that matter most to pilots and high-income professionals. Get ready to hear practical insights on bonus depreciation, the short-term rental strategy, oil and gas tax benefits, passive real estate losses, and why filing an extension may be smarter than rushing to file. They also clear up common confusion around K-1s and explain when it makes sense to bring in a CPA.Nathan Sosa is a tax strategist at Hall CPA with a master's in taxation and deep expertise in helping high-income earners, including pilots, navigate complex tax planning. His advice helps investors think ahead, avoid costly mistakes, and make smarter tax decisions.Show notes:(0:00) Intro(0:43) Meet tax strategist Nathan Sosa(4:27) State of the tax world(5:00) Bonus depreciation back to 100%(8:03) Net investment income tax explained(12:01) SALT deduction surprises and limits(15:08) Bunching charitable deductions strategy(17:13) Short-term rental tax strategy(20:28) Oil and gas tax benefits(31:23) What happens when deals sell(42:59) Extensions, amendments, and late K-1s(49:16) OutroConnect with Nathan Sosa:Website: https://www.therealestatecpa.com/become-client/ LinkedIn: https://www.linkedin.com/in/nathansosacpa/ Related Episodes: #14 - Depreciation Demystified: Cost Segregation and Tax Savings in Real Estate with Toby Mathis#92 - Opportunity Zones for Passive Income: Unlock Tax Savings and Growth with Nathan Sosa#118 - The Big Beautiful Tax Bill with Nathan SosaIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#152 - Free Estate Planning and a Hidden Tax Strategy with Jenny Spradling

Passive Income Pilots

Play Episode Listen Later Apr 7, 2026 48:03


Tait Duryea and Ryan Gibson sit down with Jenny Spradling, co-founder of FreeWill, to explore how estate planning can be simpler, faster, and even free. Jenny explains why millions of Americans still lack basic estate documents and how that creates major complications for families. The conversation breaks down probate, wills vs. trusts, and why both are often needed. They also uncover powerful strategies around charitable giving, including how donating appreciated assets like stock or crypto can dramatically increase tax efficiency while maximizing impact. This episode offers practical insights for pilots and high-income professionals thinking about legacy, taxes, and protecting their wealth.Jenny Spradling is the co-founder and co-CEO of FreeWill, a platform that provides free estate planning tools to individuals across all 50 U.S. states. A serial entrepreneur focused on financial access, Jenny previously founded Paribus, a consumer fintech startup. Through FreeWill, she has helped over 1.4 million people create estate plans and facilitated nearly $14 billion in charitable bequests. Her work focuses on making estate planning simple, accessible, and integrated with modern giving strategies.Show notes:(0:00) Intro(3:22) Jenny Spradling's entrepreneurial background(6:56) Why people include charity in estate plans(11:34) Understanding probate and why it matters(13:30) State differences in estate planning laws(16:44) What happens when you die intestate(20:22) Why trusts still need a will(24:24) When to use online estate planning vs attorneys(31:10) How to start thinking about charitable giving(44:15) Major tax advantages of donating stock(47:55) OutroConnect with Jenny:Website: https://www.freewill.com/ Email: Jenny@freewill.com LinkedIn: https://www.linkedin.com/in/jenxia/ Related Episodes: #114 - Trusts, Taxes & Transfers: What Every Investor Should Know with Amanda Wynalda#127 - LLCs, Trusts, and K-1s: Smarter Asset Protection with Adam Kintigh#137 - Revocable Vs. Irrevocable Trusts: What Pilots Must Know with Adam KintighIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#151 - Debt, AI, and the Next Market Cycle with Guy Adami

Passive Income Pilots

Play Episode Listen Later Apr 2, 2026 48:36


What happens when record debt, rising interest rates, and AI disruption collide in the global economy?Hosts Tait Duryea and Ryan Gibson welcome back market veteran Guy Adami to unpack the forces shaping today's financial markets. From bond yields and inflation to the Buffett Indicator and AI's impact on jobs, Guy offers a behind-the-scenes look at what professional investors are watching right now. The conversation explores why the market feels strong even while many stocks are down sharply, how passive investing has reshaped valuations, and why global debt and currency devaluation may become defining issues for the next decade.For pilots and high-income professionals building wealth, the episode highlights the importance of understanding what you own, staying tactical in uncertain markets, and focusing on long-term asset ownership in an inflationary world. Guy Adami is a veteran market strategist, hedge fund manager, and the longest-tenured host on CNBC's Fast Money. With decades of experience analyzing global markets, macroeconomics, and equities, Guy is known for breaking down complex financial trends into practical insights investors can use.Show notes:(0:00) Intro(03:12) Why market volatility is returning(04:32) Global bond yields driving market stress(06:07) The narrow market leadership problem(07:39) Buffett Indicator warning signals(10:38) How investors should approach markets(13:36) AI disruption and labor market risks(21:33) AI hype cycles and tech bubbles(31:04) Treasury auctions and global debt pressure(39:20) Tactical investing in uncertain markets(47:02) OutroConnect with Guy Adami:LinkedIn: https://www.linkedin.com/in/guy-adami-304618a/ Website: https://www.riskreversal.com/Youtube: https://www.youtube.com/@RiskReversalMedia If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#150 - From Listener to Investor with John Wahrmund

Passive Income Pilots

Play Episode Listen Later Mar 27, 2026 40:48


Hosts Tait Duryea and Ryan Gibson sit down with First Officer at Southwest Airlines pilot John Wahrmund to unpack how one listener turned podcast advice into real results. John shares how episode 10 pushed him to buy a short-term rental in Galveston, unlock major tax savings, and rethink how his family builds wealth. This episode highlights intentional investing, knowing your market, using the right team, and why tax strategy can be a powerful tool for high-income professionals who want more freedom, options, and time.John Wahrmund is a Southwest Airlines pilot and retired Air Force officer who spent 20 years flying military aircraft before starting his airline career. In this episode, he shares how he used lessons from Passive Income Pilots to buy a short-term rental in Galveston, reduce his tax liability, and build a more intentional long-term wealth strategy for his family. His story brings a practical, real-world example of what happens when a listener takes action.Show notes:(0:00) Intro(0:56) John's aviation background(2:08) Why he brought tax returns(6:25) An episode that sparked action(8:43) Why Galveston made sense(12:21) How the tax strategy works(15:09) Financing the first property(18:03) Tax savings over cash flow(21:51) Start with your real goal(30:24) Tech stack for remote hosting(36:06) Why the real win is time(40:02) OutroConnect with John Wahrmund:LinkedIn: linkedin.com/in/john-wahrmund-56151810 Email: johnwahrmund@gmail.com Related Episodes:#10 - Reduce Your Taxes & Maximize Returns Using PROVEN Investment Strategies with Toby Mathis#23 - Counting the Cost: The Risks and Rewards of 401(k) Loans for Pilots#41 - Short-Term Rental Strategies To Maximize Your Passive Income with Dan Templin:#68 - Cruising to Success: Optimizing Your Short-Term Rentals with Airbnb Insider Daniel Rusteen#110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez Fakhoury#137 - Revocable Vs. Irrevocable Trusts: What Pilots Must Know with Adam KintighIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#149 - Side Hustles Every Pilot Should Consider

Passive Income Pilots

Play Episode Listen Later Mar 11, 2026 34:24


Hosts Tait Duryea and Ryan Gibson explore one of the most common questions among airline pilots: Should you start a side hustle? Drawing from Ryan's early experience building income streams during layovers, the hosts share practical ideas pilots can pursue both inside and outside aviation. From consulting and drone photography to aircraft brokerage and real estate investing, they explain how extra income can become the fuel for long-term wealth building. They also discuss tax strategy, airline contract knowledge, and why passion matters when choosing a side hustle. If you've ever wondered how to turn extra time into opportunity, this episode offers plenty of ideas.Show notes:(0:00) Intro(1:03) Ryan's first airline side hustle story(3:00) Turning layover time into opportunity(5:23) Why extra income matters for investing(6:30) Discipline and tax planning for side income(7:26) Using airline contracts to create free time(10:10) Aviation side hustle ideas explained(17:34) Helping pilots prepare for airline interviews(22:50) Non-aviation side hustles and real estate(30:53) Airline training and instructor opportunities(33:43) OutroRelated Episode:#95 - Franchise Investing 101: Insights and Opportunities with Cliff NonnenmacherIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#148 - Traditional Vs. Roth IRAs: What Pilots Need to Know

Passive Income Pilots

Play Episode Listen Later Mar 5, 2026 45:50


Tait Duryea and Ryan Gibson break down one of the most important retirement decisions pilots face: Traditional vs. Roth IRAs. They explain how taxes impact withdrawals, why required minimum distributions matter, and how poor planning could leave your kids with a massive tax bill. The conversation also explores advanced strategies like Roth conversions, self-directed IRAs, and “Roth chunking” during low-income years. If you want to build wealth through real estate while protecting your retirement from unnecessary taxes, this episode offers practical frameworks to help pilots think long-term about their portfolio, income streams, and legacy planning.Show notes:(0:00) Intro(3:01) Traditional vs Roth fundamentals(7:30) Required minimum distributions explained(11:13) Nest egg vs golden goose investing(14:55) Using self-directed IRAs for real estate(21:37) Inherited IRA tax pitfalls(26:08) Roth chunking for new airline hires(30:58) Strategic Roth conversions during low-income years(35:11) Passive income to fund retirement(38:35) Advanced Roth conversion appraisal strategy(45:38) OutroRelated Episode:#110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez Fakhoury: https://passiveincomepilots.com/episode/110-the-ira-club-advantage-the-self-directed-ira-strategy-for-pilots-with-ramez-fakhouryIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#147 - From Cap Rates to Cash Flow: Strategic Moves for 2026

Passive Income Pilots

Play Episode Listen Later Feb 17, 2026 35:40


Tait Duryea and Ryan Gibson sit down for a special hosts-only episode to break down where they see the biggest opportunities for 2026. From reshoring trends fueling industrial growth to the demographic wave driving senior living demand, they unpack the macro forces shaping real estate right now. They also explain why falling interest rates, reduced new construction, and renewed capital flows are creating a unique window for investors. Plus, they dive into debt funds, tax considerations, and why consistent cash flow can be a game-changer for high-income professionals looking to upgrade their money strategy.Show notes:(0:00) Intro(01:16) Announcing the 2026 Vegas conference(03:16) 2026 investment focus areas(04:18) Reshoring and industrial growth(08:25) Real estate cycle breakdown(12:52) Cap rate expansion explained(14:07) Self-storage supply trends(18:23) Senior living demand wave(21:48) Baby boomer wealth shift(29:27) Debt funds and cash flow(31:03) Tax strategy for debt investing(35:32) OutroIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions

Passive Income Pilots
#146 - Aircraft Tax Write-Offs Explained by a Former IRS Auditor, Victoria Boon

Passive Income Pilots

Play Episode Listen Later Feb 9, 2026 54:00


Hosts Tait Duryea and Ryan Gibson welcome former IRS auditor Victoria Boon to cut through the noise around aircraft tax deductions. Learn how bonus depreciation really works, why aircraft are treated differently from real estate, and what the IRS actually looks for during an audit. From Delta bonus taxation to leasebacks, qualified business use, and depreciation recapture, this episode is essential listening for pilots considering aircraft ownership as a tax strategy.Victoria Boon spent 22 years at the IRS as a subject matter expert, including leading national audits focused on aircraft deductibility. She now co-owns Boon.tax and founded Boon Tax Educators, where she provides tax education for CPAs, enrolled agents, and investors. In this conversation, Victoria shares rare, insider insight into aircraft write-offs, audit triggers, and the mistakes that get taxpayers into trouble.Show notes:(0:00) Intro(01:44) Why bonuses are over-withheld(04:39) Aircraft deductions overview(07:18) Bonus depreciation rules(08:16) Qualified business use explained(11:37) Depreciation recapture basics(14:29) IRS documentation requirements(18:02) Audit horror stories(22:21) Why aircraft trigger audits(37:56) 50% rule and bonus loss(39:30) Passive Vs. Qualified business use(46:36) Social media tax myths exposed(53:45) OutroConnect with Victoria Boon:Website: https://boon.tax/ Structured Tax Education Classes and Workshops: https://boontaxeducators.com/ If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#145 - Bonus Depreciation & Cost Seg: The Tax Strategy Pilots Can't Ignore with Gian Pazzia

Passive Income Pilots

Play Episode Listen Later Feb 4, 2026 39:18


What if the IRS already allows you to write off far more of your real estate, but no one ever showed you how?In today's episode, Tait Duryae sits down with Gian Pazzia to break down cost segregation in plain English and explain why it remains one of the most powerful tax strategies for real estate investors. Building on last week's depreciation primer with Hall CPA, this episode covers how cost segregation works, when it makes sense, audit risk myths, and how pilots can apply it to everything from single-family rentals to commercial deals. You'll also learn about a new, low-cost software option that makes cost seg accessible to smaller investors.Gian Pazzia is a structural engineer and tax strategist with over 25 years of experience specializing in cost segregation studies. He is the founder of KBKG, one of the largest cost segregation firms in the country. Gian began his career at Arthur Andersen, working on large-scale commercial projects, and has since helped thousands of real estate investors legally accelerate depreciation and reduce tax liability through IRS-compliant strategies.Show notes:(0:00) Intro(2:18) Why cost segregation matters(5:46) Cost seg vs straight-line depreciation(8:39) What assets qualify for write-offs(10:18) IRS-approved depreciation methods(14:54) Land value impact on tax benefits(19:24) Cost seg for small properties(25:32) Audit risk explained clearly(34:04) Using cost seg on older properties(37:40) DIY software walkthrough(39:10) OutroConnect with Gian:Website: https://www.kbkg.com/management/gian-pazzia Cost Segregation Software: https://www.costsegregation.com/ Promo Code: PILOTSCODE (10% off for first-time users)Related Episode:#144 - Depreciation, Cost Segs, and the IRS Rules Pilots Miss with Brandon HallIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you at the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Institutional Real Estate, Inc. Podcast
Episode 1351: Self-storage moves from fast growth to mature industry

Institutional Real Estate, Inc. Podcast

Play Episode Listen Later Jan 30, 2026 32:19


Ryan Gibson, co-founder and CIO of Spartan Investment Group, a real estate investment firm specializing in the self-storage industry, joins the program to discuss the industry's evolution and outlook, how investors can successfully enter the space, and the Five D's that have traditionally driven demand for space on self-storage properties. (01/2026)

Institutional Real Estate, Inc. Podcast
Episode 1351: Self-storage moves from fast growth to mature industry

Institutional Real Estate, Inc. Podcast

Play Episode Listen Later Jan 30, 2026 32:19


Ryan Gibson, co-founder and CIO of Spartan Investment Group, a real estate investment firm specializing in the self-storage industry, joins the program to discuss the industry's evolution and outlook, how investors can successfully enter the space, and the Five D's that have traditionally driven demand for space on self-storage properties. (01/2026)

Institutional Real Estate, Inc. Podcast
Episode 1351: Self-storage moves from fast growth to mature industry

Institutional Real Estate, Inc. Podcast

Play Episode Listen Later Jan 30, 2026 32:19


Ryan Gibson, co-founder and CIO of Spartan Investment Group, a real estate investment firm specializing in the self-storage industry, joins the program to discuss the industry's evolution and outlook, how investors can successfully enter the space, and the Five D's that have traditionally driven demand for space on self-storage properties. (01/2026)

Passive Income Pilots
#144 - Depreciation, Cost Segs, and the IRS Rules Pilots Miss with Brandon Hall

Passive Income Pilots

Play Episode Listen Later Jan 27, 2026 60:13


Tait Duryea is joined by Brandon Hall to break down one of the most misunderstood tools in real estate investing: depreciation. From straight-line depreciation to cost segregation and 100 percent bonus depreciation, this episode explains how so-called “phantom losses” can legally reduce or even eliminate taxable income for pilots and other high earners. They also cover depreciation recapture, common investor mistakes, and why experienced investors think in decades, not tax years.Brandon Hall is the founder of Hall CPA, widely known as The Real Estate CPA. After working at Ernst & Young and PwC, he left the corporate world to build a national firm focused exclusively on real estate investors. His team supports everyone from first-time landlords to large syndications and funds, with a practical, no-nonsense approach to depreciation, cost segregation, and long-term tax strategy.Show notes:(0:00) Intro(01:14) What depreciation really is(03:06) Brandon's CPA and real estate background(09:20) Why assets depreciate while values rise(11:15) Straight-line depreciation explained(14:01) Leverage and real estate returns(18:42) Tax losses vs operating income(20:57) Cost segregation basics(23:07) Bonus depreciation returns in 2025(31:41) Depreciation recapture explained(46:42) The “lazy man's” 1031 strategy(1:00:04) OutroConnect with Brandon Hall:Website: https://www.therealestatecpa.com/ Podcast: https://www.therealestatecpa.com/podcasts/ If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#143 - How High Cash Value Life Insurance Works for Pilots with Rod Zabriskie

Passive Income Pilots

Play Episode Listen Later Jan 20, 2026 39:39


Could life insurance be a better cash-flow tool than a savings account?Tait Duryea and Ryan Gibson sit down with Rod Zabriskie from Money Insights Group to break down how high cash value whole life insurance can be used as a powerful cash-flow tool for pilots and investors. They cut through the confusion around “infinite banking” and explain how properly structured policies can improve liquidity, reduce friction when investing, and add meaningful long-term returns. This episode walks through real pilot use cases, common mistakes, and why this strategy has become a quiet cornerstone for sophisticated alternative investors.Rod Zabriskie, president of the Money Insights Group, specializes in advanced wealth-building strategies using life insurance as a financial tool. With a pragmatic, education-first approach, Rod helps high-income professionals, especially pilots, understand how to leverage whole life policies for liquidity, tax advantages, and long-term returns.Show notes:(0:00) Intro(0:14) First flight in a J3 Cub(3:50) Why life insurance matters here(4:23) High cash value strategy explained(6:13) Cutting through infinite banking noise(8:06) Investment optimizer vs banking hype(11:09) Setting flexible funding ranges(13:29) Term insurance vs whole life(15:21) Using policy loans to invest(18:40) Why brokers matter for pilots(31:05) How this adds a million dollars(35:01) OutroConnect with Rod:Website: https://moneyinsightsgroup.com Youtube: https://www.youtube.com/channel/UCW0fBokwg09-2H2kXWK5ZfwRelated Episodes:#47 - Innovative Wealth Strategies: From Life Insurance to Alternative Investing with Christian Allen and Rod Zabriskie#70 - Leveraging Life Insurance for Passive Income with Rod Zabriskie and Blake Brogan#84 - Tax-Free Growth & Infinite Loans: Whole Life Insurance Strategies for High-Earners#122 - How Pilots Use Whole Life Insurance to Fund Investments with Rod ZabriskieIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Mailbox Money Show
Webinar - 2025 Alternative Assets Summit

Mailbox Money Show

Play Episode Listen Later Jan 20, 2026 58:56


Get my new book: https://bronsonequity.com/fireyourselfDownload my new special report - How to Use Inflation to Your Advantage - www.bronsonequity.com/inflationWelcome to our latest episode!In this episode of The Mailbox Money Show, Bronson leads a panel from the 2025 Alternative Assets Summit on how investors can properly evaluate risk and build resilient, diversified portfolios.Joined by Ryan Gibson, Kaaren Hall, and Patrick Grimes, the discussion covers risk-adjusted returns, operator quality, due diligence, and portfolio allocation across alternative investments. The panel shares real-world lessons on avoiding fraud, managing uncertainty, and balancing cash flow versus appreciation across different life stages.The episode wraps with practical frameworks for assessing sponsors, using AI tools for smarter analysis, and building portfolios designed to perform across market cycles—not just in good times.0:36 – Episode Intro: 2025 Alternative Asset Summit1:40 – Panelist backgrounds and perspectives3:42 – “Big Beautiful Bill” and key tax changes6:21 – Return of 100% bonus depreciation10:12 – Retirement accounts, HSAs, and self-directed investing14:12 – Moving capital from Wall Street to Main Street17:49 – Non-correlated alternative investing strategies19:11 – Opportunistic investing in real estate and litigation finance20:10 – Cash flow vs appreciation27:21 – Portfolio allocation and liquidity management32:46 – Evaluating risk in alternative investments35:37 – Operator experience and risk-adjusted returns37:12 – Due diligence and sponsor vetting38:26 – Uncovering fraud with Google and FINRA BrokerCheck39:36 – Black swan events and capital call risk40:34 – Portfolio-level risk and public market overexposure41:21 – Non-correlation as the foundation of financial security42:44 – Aligning investments with life stage and time horizon43:40 – Using ChatGPT for deal review and risk analysis44:05 – Identifying the primary downside risk45:27 – Hospitality and hotel investing risk49:27 – Capital “buckets” and compounding cash flow53:27 – Community resources and investor networking54:11 – How to connect with the panelistsJoint the Wealth Forum: bronsonequity.com/wealthConnect with the Guests:Kaaren Hall:Website: https://udirectira.com/https://www.ocreia.com/Linkedin: https://www.linkedin.com/in/kaarenhall/Facebook: https://www.facebook.com/kaaren.hall/Ryan Gibson:Podcast: "Passive Income Pilots"Email: ryan@spartan-investments.comWebsite: https://spartan-investors.com/Linkedin: https://www.linkedin.com/in/ryan-gibson-21784b5/Instagram: https://www.instagram.com/spartaninvestmentgroup/Youtube: https://www.youtube.com/spartanhomebuyersPatrick Grimes:Book: https://passiveinvestingmastery.com/bookWebsite: https://passiveinvestingmastery.com/Linkedin: https://www.linkedin.com/in/patricksgrimes/Email: Info@passiveinvestingmastery.com#AlternativeInvestments#RiskAdjustedReturns#PortfolioDiversification#PassiveIncome#CommercialRealEstate#TaxAdvantagedInvesting#FinancialSecurity

Passive Income Pilots
#142 - Tax Planning for W-2 Pilots Without Complex Businesses with Gary Heldt

Passive Income Pilots

Play Episode Listen Later Jan 13, 2026 44:05


Are you paying for a high-powered CPA when your tax situation doesn't actually require one?In this episode, Tait Duryea and Ryan Gibson sit down with CPA Gary Heldt to clarify what smart tax planning really looks like for high-income pilots with relatively simple financial lives. They break down how W-2 earners can optimize taxes without complex businesses, aggressive strategies, or unnecessary fees. Gary explains how often-overlooked fundamentals like benefits planning, estimated taxes, and coordinated advice can quietly compound into meaningful long-term gains. If you want clarity, confidence, and a more intentional approach to your CPA relationship, this episode delivers.Gary Heldt is a CPA, Certified Tax Coach, and founder of Small Business Advisors. With over 25 years of experience, he helps high-income professionals make better tax decisions through a consultative, family-office-style approach that prioritizes clarity over complexity.Show notes:(0:00) Intro(0:23) Why pilots overpay for CPAs(1:25) Family-office thinking for W-2 earners(3:42) Gary's path into tax planning(8:13) Missed tax moves for W-2 professionals(11:57) What a good CPA should do(16:28) Why education beats tax prep(24:34) Bracket strategy and timing income(28:50) Estimated taxes pilots overlook(34:18) Turning tax savings into investments(43:57) OutroConnect with Gary Heldt:Sign up directly on the site. Choose personal, business, or both newsletter options: https://www.sbadvisors.cc/ Gary's Podcast: https://www.sbadvisors.cc/resources/podcasts If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#141 - How Pilots Can Use Business Structures to Reduce Taxes with Toby Mathis

Passive Income Pilots

Play Episode Listen Later Jan 6, 2026 56:21


Tait Duryea and Ryan Gibson sit down with Toby Mathis to unpack one of the most misunderstood topics for high-income pilots: business structure and taxes. They explain when to use sole proprietorships, LLCs, S-corps, and C-corps, how losses and profits flow to your personal return, and why entity choice impacts audit risk and mortgage eligibility. This episode is a practical roadmap for pilots starting side hustles who want to lower taxes, protect assets, and avoid costly mistakes.Toby Mathis is a nationally recognized tax attorney, investor, and educator, best known for simplifying complex tax and asset-protection strategies for entrepreneurs and high-income professionals. He is a founding partner of Anderson Advisors, where he helps clients legally reduce taxes, structure businesses, and protect wealth. In this episode, Toby breaks down entity structures, audit risk, and practical tax strategies pilots can apply when starting or scaling a business.Show notes:(0:00) Intro(0:11) Why entity structure matters(1:40) Side hustles and W-2 tax offsets(3:01) Starting a business vs real estate(6:42) Flow-through Vs. C-corp taxation(8:49) Mortgage qualification pitfalls(11:38) Legitimate expense strategies(15:00) Augusta rule and home office(21:48) Why sole proprietors get audited(28:25) Profit Vs. Loss by entity type(41:20) Schedule C Vs. Schedule E risk(56:14) OutroConnect with Toby Mathis:Website: https://tobymathis.com/ YouTube: https://www.youtube.com/channel/UCX5nh607M8hSBLiMB9MgbIQ Books: https://www.amazon.com/Tax-Wise-Business-Ownership-Toby-Mathis/dp/0979786002 Tax Tuesday: https://andersonadvisors.com/tax-tuesdays/If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#140 - From Goals to Execution: A Year-End Playbook

Passive Income Pilots

Play Episode Listen Later Dec 30, 2025 23:44


Tait Duryea and Ryan Gibson close out 2025 by pulling back the curtain on how high performers actually plan, execute, and stay intentional across money, business, and family life. From Spartan's acquisition pace and Turbine's investor roadmap to family board meetings, goal frameworks, and habit formation, this episode offers a grounded look at what it takes to build momentum year after year. If you want clarity instead of drift and action instead of resolutions, this conversation sets the tone for a focused, intentional 2026. Do not just listen. Decide who you are becoming and move.Show notes:(0:00) Intro(2:27) Family board meetings explained(4:32) Objectives and key results framework(6:29) Spartan's 2025 growth numbers(9:29) Turning big ideas into action(12:21) Why most people never get clear(15:49) Day one Vs. One day mindset(18:40) Stability, mentorship, and leadership(21:02) Why 2026 looks like opportunity(23:36) OutroIf you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Anderson Business Advisors Podcast
How Pilots Build Tax-Free Income While Traveling The World

Anderson Business Advisors Podcast

Play Episode Listen Later Dec 29, 2025 35:43


In this episode, Toby Mathis, Esq., of Anderson Business Advisors, interviews Ryan and Tait, hosts of the Passive Income Pilots Podcast and seasoned real estate investors. Ryan has built a $750 million self-storage portfolio while Tait continues flying for a major commercial airline. They share how pilots can build tax-free income while traveling the world through strategic real estate investing, syndications, and debt funds. The conversation covers the biggest mistakes new pilots make with retirement accounts, powerful Roth conversion strategies during probationary years, and how to leverage real estate professional status to offset W-2 income. Tyler and Tait explain how they legally pay almost no federal income tax on nearly $1 million in combined annual income using accelerated depreciation, cost segregation, and oil and gas investments. You'll also hear about whole life insurance strategies, airplane leasebacks for depreciation benefits, and why pilots' largest expense is actually taxes—not housing. Tune in for expert insights on building multiple income streams and achieving financial freedom! Ryan Gibson is the President, Chief Investment Officer, and Co-Founder of SIG. He has organized over $450M of private equity for Spartan's projects. Ryan has experience managing the development of SIGs projects in challenging markets. For SIG, Ryan is responsible for investor relations and capital raises for projects. Ryan is also a highly experienced commercial airline pilot. Ryan graduated from Mercyhurst University with a bachelor's degree in Business, with concentrations in Marketing, Management, and Advertising. Tait Duryea is the Founder and Chief Executive Officer of Turbine Capital. As an experienced airline captain and third-generation aviator, Tait combines deep industry knowledge with more than a decade of real estate investing experience across single-family, multifamily, self-storage, industrial, mobile home parks, and short-term rentals. Highlights/Topics: Best pilot-friendly passive income models: syndications, debt funds, and strategic real estate investing Biggest mistakes new pilots make: rolling old 401(k)s too quickly and missing Roth conversion opportunities during probationary year Tax-advantaged real estate: using accelerated depreciation and cost segregation to offset high W-2 income Real estate professional status: How Tait and his wife legally pay almost no federal income tax on nearly $1 million annual income Stacking strategies: combining low-income year Roth conversions with discounted LP valuations for maximum tax savings How one Southwest pilot saved $100,000 in taxes by following podcast education and implementing strategies Lifestyle creep: Converting purchases into time to make smarter financial decisions and avoid overspending What separates financially free pilots from those who aren't: continuous education, networking, and disciplined saving Share this with business owners you know Resources: Listen To The Passive Income Pilots Podcast https://passiveincomepilots.com/ Learn more about Ryan Gibson and Spartan-Investors https://spartan-investors.com/ Learn more about Tait Duryea and Turbine Capital https://www.turbinecap.com/ Schedule Your FREE Consultation https://andersonadvisors.com/strategy-session Tax and Asset Protection Events https://andersonadvisors.com/real-estate-asset-protection-workshop-training/?utm_source=how-pilots-build-tax-free-income-while-traveling-the-world&utm_medium=podcast Anderson Advisors https://andersonadvisors.com/ Toby Mathis YouTube https://www.youtube.com/@TobyMathis Toby Mathis TikTok https://www.tiktok.com/@tobymathisesq Clint Coons YouTube https://www.youtube.com/@ClintCoons  

Passive Income Pilots
#139 - How to Run Single-Family Rentals Like a REIT with Matthew Whitaker

Passive Income Pilots

Play Episode Listen Later Dec 24, 2025 47:33


What if managing rentals like an institution is the key to higher returns and less stress?Hosts Tait Duryea and Ryan Gibson talk with Matthew Whitaker, founder of Evernest, about scaling property management with systems, data, and AI. From HELOC-driven growth to managing 20,000 homes nationwide, this conversation breaks down why professional operations, fraud prevention, and institutional discipline can transform single-family and small multifamily investing for pilots.Matthew Whitaker is the founder of Evernest, a nationwide property management platform serving over 20,000 rental homes across 50 markets. A former single-family investor who scaled through multiple market cycles, Matthew now focuses on applying institutional systems, data, and AI to professionalize rental operations and reduce friction for real estate investors.Show notes:(0:00) Intro(0:19) Why property management changes everything(1:22) From 30 homes to 20,000 doors(5:03) Using HELOCs to scale real estate(10:32) Why paying off your house isn't safer(16:23) Inside Evernest's national platform(18:21) Tenant fraud and underwriting risks(22:12) Why in-house maintenance lowers costs(31:21) AI predicting repairs and NOI(34:10) Institutional systems for small rentals(46:07) How to work with Evernest(47:14) OutroConnect with Matthew Whitaker:Website: https://www.evernest.co/ —If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#138 - How to Vet Deals, Operators, and Advisors the Right Way with Mat Sorensen

Passive Income Pilots

Play Episode Listen Later Dec 17, 2025 52:04


Tait Duryea and Ryan Gibson sit down with Mat Sorensen of Directed IRA to tackle one of the most common investor questions: Who do you actually trust when investing in alternative assets? The conversation breaks down how to vet operators, assess risk, understand leverage, and use self-directed retirement accounts responsibly. Mat shares real-world insight from seeing thousands of deals flow through his firm, explains why advisors often avoid alternatives, and outlines practical rules for due diligence, alignment, and saying no to bad opportunities.Mat Sorensen is a nationally recognized authority on self-directed retirement investing and the CEO of Directed IRA. A tax and business attorney with over 20 years of experience, Mat has helped thousands of investors use IRAs and 401(k)s to invest in alternative assets like real estate, private equity, and startups. He is the author of The Self-Directed IRA Handbook and co-hosts educational events and podcasts focused on empowering investors to take control of their retirement capital.Show notes:(0:00) Intro(0:29) Understanding investment risk(4:54) What custodians do and don't do(6:01) Why advisors avoid alternatives(9:09) How wealthy investors allocate capital(13:55) What you pay a self-directed custodian for(18:16) The “bring your own deal” reality(25:05) Identifying an operator's real edge(33:07) Debt as the biggest risk factor(48:28) Learning when to say no(51:57) OutroConnect with Mat Sorensen:Website: https://directedira.com/ YouTube: https://www.youtube.com/@MatSorensen/videos Learn more about: Alternative Asset Investor Summit - https://altassetsummit.com/ Episodes Mentioned:1. #124 - $44 Trillion and the Future of Retirement Investing with Mat Sorensen2. #110 - The IRA Club Advantage: The Self-Directed IRA Strategy for Pilots with Ramez Fakhoury 3. #36 - Decoding the Untapped Potential and Complex World of Self-Directed IRAs with Derreck Long 4. #9 - Demystifying IRAs: Transfers Vs. Rollovers with Carrie Cook —If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com *Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#137 - Revocable Vs. Irrevocable Trusts: What Pilots Must Know with Adam Kintigh

Passive Income Pilots

Play Episode Listen Later Dec 9, 2025 56:01


Clarity and control for the wealth you're building. Tait Duryea and Ryan Gibson sit down with asset protection expert Adam Kintigh for his third appearance to break down one of the most misunderstood pieces of a pilot's financial plan: the revocable living trust. Discover how to structure your trust, avoid probate disasters, protect your heirs from creditors, ensure your wealth goes where you intend, and understand the real difference between revocable and irrevocable trusts. If you've ever wondered how to secure your legacy and prevent costly mistakes, this episode is essential listening for pilots building serious wealth. Adam Kintigh is an asset protection and estate planning expert at Nevada Corporate Headquarters. He builds trusts, LLC structures, and multigenerational plans for high-income earners, including many pilots, helping them safeguard their wealth and protect their families. In this episode, he breaks down revocable trusts, probate pitfalls, creditor risks, and practical estate planning strategies.Show notes:(0:00) Intro(0:34) Why pilots must understand trusts(1:00) Adam returns for his third episode(6:25) Will Vs. Trust explained(8:52) The true cost of probate(10:21) Spendthrift protections for children(13:32) When irrevocable trusts matter(17:41) How to design a wealth roadmap(25:48) Who actually comes after your estate(39:00) How to correctly fund your trust(51:07) Why trust naming protects privacy(55:50) OutroConnect with Adam Kintigh:Email Adam at: adam@nchinc.com and mention Passive Income Pilots to get started Website: https://nchinc.com Episodes Mentioned:1. #114 - Trusts, Taxes & Transfers: What Every Investor Should Know with Amanda Wynalda: https://passiveincomepilots.com/episode/114-trusts-taxes-transfers-what-every-investor-should-know-with-amanda-wynalda 2. #119 - LLCs, Trusts, and Bulletproof Asset Protection with Adam Kintigh: https://passiveincomepilots.com/episode/119-llcs-trusts-and-bulletproof-asset-protection-with-adam-kintigh 3. #127 - LLCs, Trusts, and K-1s: Smarter Asset Protection with Adam Kintigh: https://passiveincomepilots.com/episode/127-llcs-trusts-and-k-1s-smarter-asset-protection-with-adam-kintigh Learn more about: NCH Consultation for Passive Income Pilots Investors: https://calendly.com/nchconsultation/nch-consultation-for-pipp?month=2025-12 —If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com *Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#136 - What HGTV Won't Tell You About Flipping Houses with Leka Devatha

Passive Income Pilots

Play Episode Listen Later Dec 2, 2025 41:30


Are you using the exit strategies that actually work in this market?Hosts Tait Duryea and Ryan Gibson talk with seasoned investor and author Leka Devatha to pull back the curtain on what's real and what's not in flipping, reality TV, and today's housing market. Get ready to uncover the truth behind her Amazon Prime episode, learn the creative strategies inside her new book Return on Real Estate, and discover how investors can win even when the market slows. From mid-term rentals to ADUs, conservative underwriting, and Seattle's shifting landscape, this episode gives pilots practical insights they can apply anywhere.Leka Devatha is a Seattle real estate investor, developer, luxury broker, and author with over $100M in completed projects. She's known for her Amazon Prime flipping episode, her high-growth investor meetup, and her BiggerPockets book Return on Real Estate. Leka specializes in creative, practical strategies that help investors build equity, cash flow, and resilience in shifting markets.Show notes:(0:00) Intro(3:38) What's real and fake about TV house flips(5:01) Leka's $100M real estate journey(7:05) Lessons hidden inside the “fake flip”(8:38) How her book Return on Real Estate is structured(11:43) How she underwrites deals in today's market(13:54) Why buyers are picky and inventory patterns(21:09) Seattle trends, taxes, tech workers, and investor behavior(27:21) Leka's favorite “adventure” strategy(36:13) What mid-term rentals really are and who rents them(41:20) OutroConnect with Leka Devatha:LinkedIn: https://www.linkedin.com/in/leka-devatha-5616bb185/ IG: https://www.instagram.com/leka_devatha/?hl=en Return on Real Estate by Leka Devatha: https://www.amazon.com/Return-Real-Estate-Agility-Maximize/dp/1960178792 Leka's flipping episode: “Million Dollar Zombie Flip” on Amazon Prime (search Amazon Prime for the show title)Join Leka's investor community: Real Estate at Work (Seattle meetup) - https://www.meetup.com/realestateatwork/?utm= —If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#135 - The Truth About Oil and Gas Investing with Tim Pawul

Passive Income Pilots

Play Episode Listen Later Nov 26, 2025 52:50


Are you unknowingly passing up five-figure tax savings available right now?Tait Duryea and Ryan Gibson sit down with oil and gas expert Tim Pawul to reveal why minerals, royalties, and non-operated working interests have become one of the most powerful tools for cash flow and tax strategy. Get ready to understand the real reason hydrocarbons aren't going anywhere, how minerals function like “underground real estate,” and why non-op wells offer significant first-year tax advantages for high-income earners. Discover how pilots can use this asset class to balance real estate, reduce taxable income, and access institutional-quality deals with transparency and scale.Tim Pawul is the President of Minerals and Royalties Authority, a leading connector, advisor, and investor in the oil and gas minerals space. With over a decade of experience mapping the institutional evolution of minerals, Tim has become one of the industry's loudest, most trusted voices. He hosts The Minerals and Royalties Podcast, works with institutional and private investors, and brings unmatched insight into minerals, royalties, and non-operated working interests. His deep industry relationships make him a go-to resource for anyone serious about energy investing.Show notes:(0:00) Intro(1:04) Fossil fuel dependence today(2:07) Introducing guest expert Tim Pawul(4:06) How Tim entered the minerals industry(7:02) Why shale changed everything(11:12) How minerals became institutional(19:11) What mineral rights actually are(32:39) How non-op working interests work(44:54) Red flags and due diligence tips(51:32) OutroConnect with Tim Pawul:LinkedIn: https://www.linkedin.com/in/tim-pawul-54aa9526/The Minerals and Royalties Podcast:Apple Podcasts: https://podcasts.apple.com/us/podcast/the-minerals-and-royalties-podcast/id1502759760 Spotify: https://open.spotify.com/show/2uiMdKFVMq7hWv1EBCDLsI Learn more about: Turbine Capital Iron Horse Energy Fund providing 80-85% tax deduction for 2025:https://turbinecap.investnext.com/portal/offerings/8798/Turbine Capital Oil & Gas Tax Benefits eBook: https://drive.google.com/file/d/17jUYSuoJGCU2ea4SN6MLgazmp-3LE2Lt/view Terms not explained during the episode: ESG = Environmental, Social Governance. ESG stands for Environmental, Social, and Governance, a set of standards used to evaluate a company's sustainable and ethical practices.AFE = Authorization For Expenditure. A formal document used in the oil and gas industry to outline the detailed cost estimate and approval for a specific project, such as drilling, completion, or reworking a well. It serves as a budget and a project proposal, requiring partner approval before capital is committed and tracking expenditures against the budgeted amount. G&A = General and AdministrativeNAPE Expo: https://registration.expologic.com/registration/types/668F3878-BC35-4659-A750-6491C592938D/3591 NAPE Registration Discount Code: MRA26 to get $75 off—Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com *Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#134 - Fatigue, Flight Deck Safety, and the Science of Sleep with Dr. Adam Shapiro

Passive Income Pilots

Play Episode Listen Later Nov 18, 2025 49:53


Sleep becomes exciting, especially when it's with Dr. Adam Shapiro. Tait Duryea and Ryan Gibson sit down with this board-certified sleep specialist and ATP pilot to uncover what every aviator needs to know to protect their health and their medical. Get ready for practical guidance on staying sharp, staying healthy, and staying in the cockpit longer.Dr. Adam Shapiro is a board-certified sleep medicine specialist, ENT surgeon, senior FAA Aviation Medical Examiner, and ATP-rated pilot. With more than three decades in clinical practice and a deep background in human factors, circadian rhythm, and sleep disorders, he helps pilots identify and resolve sleep issues before they become medical problems. Through Aero Medical Sleep Consultants, he works with individual aviators and aviation organizations to improve sleep quality, mitigate fatigue risks, and protect FAA medical certifications.Show notes:(0:00) Intro(01:07) Protecting your medical like a check ride(07:00) How Dr. Shapiro helps pilots(09:49) Real-world sleep hygiene basics(12:12) What sleep actually does for the body(14:01) Managing shifting time zones(17:54) Best practices for red-eye preparation(20:06) The most common sleep disorders(39:26) The science and risks of cockpit naps(49:34) OutroConnect with Dr. Adam Shapiro:Website: https://www.aeromedsleep.com/ LinkedIn: https://www.linkedin.com/in/adam-shapiro-62823441/—If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#133 - Year-End Tax Moves Pilots Can't Miss with Toby Mathis

Passive Income Pilots

Play Episode Listen Later Nov 12, 2025 52:37


Taxes become more exciting, especially when it's with Toby Mathis. Tait Duryea and Ryan Gibson welcome back tax strategist and investor Toby Mathis for another powerhouse session on how to keep more of your money before year-end. From bonus depreciation and the short-term rental loophole to smarter charitable giving and donor-advised funds, Toby reveals how high-income earners can legally slash their tax bills. Whether you're a pilot, business owner, or passive investor, you'll walk away knowing which moves to make before December 31, and how to turn your taxes into one of your biggest wealth-building tools.Toby Mathis is a tax attorney, investor, and co-founder of Anderson Advisors. With decades of experience advising thousands of investors, Toby simplifies complex tax laws into real-world strategies for building wealth. Known for making tax planning engaging and actionable, Toby helps high-income professionals, especially pilots and real estate investors, protect their assets and minimize taxes through smarter planning.Recommended episodes:#10 - Reduce Your Taxes & Maximize Returns Using PROVEN Investment Strategies with Toby Mathis#14 - Depreciation Demystified: Cost Segregation and Tax Savings in Real Estate with Toby Mathis

Passive Income Pilots
#132 - How to Buy an Airport with Robert DeLaurentis

Passive Income Pilots

Play Episode Listen Later Nov 5, 2025 55:43


What happens when a real estate investor decides to buy an airport? In this episode, host Tait and Ryan sit down with Robert DeLaurentis, the “Peace Pilot,” to unpack how he transformed a rundown airport into a thriving hub of aviation and community life. Robert shares how his decades in multifamily real estate funded his passion for flying, why legacy matters more than luxury, and how creative business models can make even airports profitable. From flying over both poles to battling bureaucracy, his story is a masterclass in purpose-driven investing, resilience, and vision.Robert DeLaurentis is a pilot, real estate entrepreneur, philanthropist, and author known as “The Peace Pilot.” A Gulf War veteran and world traveler who's flown to 53 countries, Robert combined his real estate success with his passion for aviation to purchase and renovate Oak Harbor Airport on Whidbey Island. Through his foundation, films, and books, he's on a mission to inspire aviators and entrepreneurs to lead with purpose, build legacy projects, and fund what they love through smart investing.Show notes:(0:00) Intro(4:28) Ryan's first impression of the renovated airport(7:05) The decision to buy a failing airport(11:20) Was it passion or profit?(13:00) How volunteers and “angels” made it work(22:29) The state of general aviation airports today(27:06) How pilots can help protect their airports(34:22) Finding sponsors and business angels(35:37) The eight-month polar circumnavigation mission(41:23) From house hacking to owning multifamily assets(46:00) Living lean, investing early, retiring young(52:03) The mentor who changed everything(55:00) Where to find Robert's books, film, and foundationConnect with Robert DeLaurentis:Website: https://flyingthrulife.com/https://poletopole.flyingthrulife.com/Watch Peace Pilot on Amazon Prime, Google TV, or Apple TV: https://flyingthrulife.com/peace-pilot-movie/DeLaurentis International Airport at Oak Harbor: https://delaurentisairport.com/—If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#132 - How to Buy an Airport with Robert DeLaurentis

Passive Income Pilots

Play Episode Listen Later Nov 4, 2025 56:23


What happens when a real estate investor decides to buy an airport? In this episode, host Tait and Ryan sit down with Robert DeLaurentis, the “Peace Pilot,” to unpack how he transformed a rundown airport into a thriving hub of aviation and community life. Robert shares how his decades in multifamily real estate funded his passion for flying, why legacy matters more than luxury, and how creative business models can make even airports profitable. From flying over both poles to battling bureaucracy, his story is a masterclass in purpose-driven investing, resilience, and vision.Robert DeLaurentis is a pilot, real estate entrepreneur, philanthropist, and author known as “The Peace Pilot.” A Gulf War veteran and world traveler who's flown to 53 countries, Robert combined his real estate success with his passion for aviation to purchase and renovate Oak Harbor Airport on Whidbey Island. Through his foundation, films, and books, he's on a mission to inspire aviators and entrepreneurs to lead with purpose, build legacy projects, and fund what they love through smart investing.Show notes:(0:00) Intro(4:28) Ryan's first impression of the renovated airport(7:05) The decision to buy a failing airport(11:20) Was it passion or profit?(13:00) How volunteers and “angels” made it work(22:29) The state of general aviation airports today(27:06) How pilots can help protect their airports(34:22) Finding sponsors and business angels(35:37) The eight-month polar circumnavigation mission(41:23) From house hacking to owning multifamily assets(46:00) Living lean, investing early, retiring young(52:03) The mentor who changed everything(55:00) Where to find Robert's books, film, and foundationConnect with Robert DeLaurentis:Website: https://flyingthrulife.com/https://poletopole.flyingthrulife.com/Watch Peace Pilot on Amazon Prime, Google TV, or Apple TV: https://flyingthrulife.com/peace-pilot-movie/DeLaurentis International Airport at Oak Harbor: https://delaurentisairport.com/—If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#131 - Reading the Economy: Insights from the Bowtie Economist, Dr. Elliot Eisenberg

Passive Income Pilots

Play Episode Listen Later Oct 29, 2025 40:38


Where should you put your money right now? Ryan Gibson and Tait Duryea sit down with economist Dr. Elliot Eisenberg to decode the markets, interest rates, and the economic forces shaping your portfolio. From AI layoffs to multifamily real estate, they break down how high-income earners, especially pilots, can build wealth intelligently amid uncertainty. Elliot reveals why the top 10% of earners are keeping the economy afloat, what sectors look undervalued, and which indicators truly predict where we're headed next. Packed with humor, clarity, and actionable advice, this episode helps you read the financial skies with confidence.Elliot Eisenberg, Ph.D., is an Internationally Acclaimed Economist and Public Speaker Specializing in Making the Arcana and Minutia of Economics Fun, Relevant, and Educational.“BOWTIE” to 66866 to sign up to receive the daily blog via emailShow notes:(0:00) Intro(03:15) Where We Are in the Market Cycle(05:53) AI, Automation, and Job Layoffs(07:29) The Power of Diversification(09:54) Stock Market Overvaluation Explained(13:03) Will AI Replace Pilots?(15:14) Building Wealth on a Pilot's Salary(17:00) Why the Rich Keep the Economy Strong(24:07) Flying Blind: Government Shutdown Effects(25:51) Real Estate Cycles and Rate Cuts(27:00) Office and Multifamily Market Outlook(30:26) Where to Invest in 2025(31:44) Defense, Gold, and Space Stocks(32:11) Top 5 Economic Indicators to Watch(37:00) How ChatGPT Boosted ProductivityConnect with Dr. Elliot Eisenberg:Website: https://econ70.com/LinkedIn: https://www.linkedin.com/in/elliot-eisenberg-b9a1894/—If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#130 - From Wall Street to Real Wealth: Lessons from Ted Greene

Passive Income Pilots

Play Episode Listen Later Oct 24, 2025 28:56


What does true diversification look like when you're building wealth as a pilot? In this episode, Ryan Gibson sits down with his longtime colleague and friend, Ted Greene, to unpack how to define success with your spouse, avoid emotional investing, and create a portfolio that brings peace of mind. From surviving Wall Street lawsuits to building lasting wealth through real estate, Ted shares the hard-earned lessons behind his “NNN Principle”: Never, Never, Never invest by looking in the rearview mirror. Learn how to protect your assets, ladder your investments, and build a plan that lasts through every market cycle.Ted Greene is the Investor Relations Manager for Spartan Investment Group. Ted is a third-generation Seattleite who married his high school sweetheart. Ted and Melissa have two children attending the same High School where they first met. After graduating from Seattle Pacific University with a BA in Finance, Ted spent 24 years in the financial services industry as an investment advisor and Fiduciary.Download Ted's Ebook here: https://go.spartan-investors.com/l/1038393/2025-09-17/39mf5bShow notes:(0:00) Intro(1:30) Ted's background: Merrill Lynch to Spartan(3:10) Defining success through diversification(5:22) Why Ted left Wall Street(6:44) How to align with your spouse on money(9:38) What “uncorrelated assets” really mean(12:00) The 50-question eBook on financial alignment(14:49) Concentration builds wealth, diversification protects it(19:20) The NNN Principle: Never, Never, Never(22:18) Smaller positions, smarter protection(25:22) Laddering investments for flexibilityConnect with Ted Greene:LinkedIn: https://www.linkedin.com/in/ted-greene-iamnotafraid/—If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Anderson Business Advisors Podcast
Real Estate's Biggest Tax Loophole Cost Seg + 1245 Exchange Explained

Anderson Business Advisors Podcast

Play Episode Listen Later Oct 16, 2025 37:48


In this episode, tax attorney Toby Mathis sits down with Chris Streit, CEO of CSA Partners, to dive deep into cost segregation studies and how they can dramatically improve cash flow for real estate investors. They explore the biggest mistakes investors make with depreciation, explaining how the IRS treats properties as single assets when they're actually composed of multiple components that depreciate at different rates. Chris breaks down the mechanics of cost segregation studies, revealing how even a $200,000 rental property can generate $40,000 in year-one deductions instead of just $5,000-$6,000 annually. The conversation covers the impact of the One Big Beautiful Bill's reinstatement of 100% bonus depreciation, the differences between engineered studies versus software-generated reports, and strategies for minimizing depreciation recapture through 1245 exchanges. With over 20,000 studies completed and minimal audit issues, Chris provides expert guidance on audit-proofing returns, maximizing tax savings throughout the property lifecycle from acquisition to sale, and debunks common myths about depreciation timing and syndication eligibility. Highlights/Topics: 0:00 Biggest Mistake Real Estate Investors Make 5:15 Why Regular Investors Should Care About Cost Segregation 8:45 What is a Cost Segregation Study 12:20 Real Life Cash Flow Examples 15:30 Engineering Studies vs Software Studies 20:45 Audit Concerns and IRS Statistics 25:10 One Big Beautiful Bill and Bonus Depreciation 30:15 Depreciation Recapture and 1245 Exchanges 35:40 Cost Segregation and 1031 Exchanges 38:20 Advice for Investors 40:50 Cost Segregation on Syndications 42:30 Biggest Myths About Depreciation 44:15 Closing Thoughts Share this with business owners you know Resources: Learn more about Ryan Gibson and Spartan-Investors https://spartan-investors.com/ Schedule Your FREE Consultation https://andersonadvisors.com/strategy-session/?utm_source=real-estates-biggest-tax-loophole-cost-seg-1245-exchange-explained&utm_medium=podcast Tax and Asset Protection Events https://andersonadvisors.com/real-estate-asset-protection-workshop-training/?utm_source=real-estates-biggest-tax-loophole-cost-seg-1245-exchange-explained&utm_medium=podcast  Anderson Advisors https://andersonadvisors.com/ Toby Mathis YouTube https://www.youtube.com/@TobyMathis Toby Mathis TikTok https://www.tiktok.com/@tobymathisesq Clint Coons YouTube https://www.youtube.com/@ClintCoons

Passive Income Pilots
#129 - Ego, Taxes, and the Paycheck Trap: Pilot Wealth Myths Exposed

Passive Income Pilots

Play Episode Listen Later Oct 10, 2025 29:42


Why do so many high-earning pilots struggle to build real wealth?Hosts Tait Duryea and Ryan Gibson get candid about the habits, mindset, and blind spots that keep aviators from achieving true financial independence. They reveal the five biggest mistakes pilots make, from lifestyle creep and tax traps to ego-driven investing, and how to replace them with smarter, more sustainable wealth strategies. Whether you're a first officer just starting out or a captain eyeing retirement, this conversation will challenge how you think about money, success, and the long game of building lasting freedom.Show notes:(0:00) Intro(1:32) The pilot ego and knowing it all(3:14) Why pilots don't get rich(7:01) The 401(k) balloon problem(11:37) Multiple streams of pilot income(18:25) #1 Lifestyle creep and paycheck trap(19:21) #2 The investing knowledge gap(20:31) #3 Ego over education(21:46) #4 The silent thief: Taxes(23:24) #5 Peer pressure and social influence(29:37) OutroEpisode suggestions:#10 - Reduce Your Taxes & Maximize Returns Using PROVEN Investment: https://tinyurl.com/2kmd7y7z#14 - Depreciation Demystified: Cost Segregation and Tax Savings in Real Estate: https://tinyurl.com/4e2nex6d—If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#128 - Inside the Fine Print: PPMs, Trust, and Investor Protection with Seth Bradley

Passive Income Pilots

Play Episode Listen Later Oct 1, 2025 42:51


What do private placement memorandums really mean for you as an investor? Hosts Tait Duryea and Ryan Gibson sit down with attorney and real estate operator Seth Bradley to pull back the curtain on syndication documents, accreditation rules, and what truly protects investors. Seth shares his personal journey from med school to big law to entrepreneurship, and why his legal background gives him a unique perspective on raising capital and building passive income. Discover why trust in the operator matters more than projections, what to look for in waterfalls and fee structures, and the real truth about accredited investor requirements. Find out what every high-income professional should know before signing their first PPM.Seth Bradley, Esq. is a securities attorney, entrepreneur, and real estate investor. After careers in both medicine and big law, Seth founded his boutique firm, Raise Law, where he advises syndicators and investors on structuring deals and protecting capital. As both an operator and investor, Seth brings a rare perspective, combining legal expertise with hands-on real estate experience.Show notes:(0:00) Intro(03:06) Fired from big law, starting Raise Law(06:04) Why PPMs exist and how they protect investors(09:06) What it means to be an accredited investor(12:53) Why projected returns can be misleading(14:58) Understanding waterfalls and risk(17:04) Are PPMs just boilerplate risk lists?(21:07) The blunt truth of a PPM: no control, all risk(26:05) Due diligence on operators vs. documents(29:37) How to prove accreditation: income vs. net worth(39:32) OutroConnect with Seth Bradley:LinkedIn: https://www.linkedin.com/in/sethbradleyesq Podcast: https://passiveincomeattorney.com/seth-bradley —If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#127 - LLCs, Trusts, and K-1s: Smarter Asset Protection with Adam Kintigh

Passive Income Pilots

Play Episode Listen Later Sep 25, 2025 52:03


How protected is your wealth if something goes wrong? In this episode of Passive Income Pilots, Tait Duryea and Ryan Gibson sit down with asset protection expert Adam Kintigh to share practical strategies every pilot and high-income professional should know. From real estate privacy trusts that cut transfer taxes to Wyoming LLCs that safeguard syndications, Adam explains how to structure your assets the right way. You'll learn why a clean tax return matters, how partnerships and S-Corps simplify filings, and why umbrella policies aren't enough. If you're growing wealth through rentals, syndications, or brokerage accounts, this episode shows you how to keep it safe and secure.Adam Kintigh is an asset protection strategist with over 24 years of experience, currently with Nevada Corporate Headquarters (NCH). He specializes in forming entities, estate planning, tax and accounting strategies, and business structuring for investors nationwide. Adam is an expert on practical, legally sound frameworks for protecting rental portfolios, drawn from decades of industry knowledge and client success.Show notes:(0:00) Intro(02:32) Why asset protection matters now(06:45) Real lawsuit examples and lessons(10:40) The truth about anonymity and privacy(13:44) First rental: when to start protecting(19:02) Insurance basics every pilot needs(27:33) Why true anonymity doesn't exist(30:08) Alternative structure to LLC stacking(37:10) How partnerships clean up tax returns(44:10) Correct way to hold syndications(49:07) Moving brokerage accounts into LLCs(51:27) OutroConnect with Adam Kintigh:

Passive Income Pilots
#126 - Early Real Estate Mistakes and Lessons Learned

Passive Income Pilots

Play Episode Listen Later Sep 18, 2025 33:11


What separates pilots who want to invest from those who actually succeed? In this episode, Tait Duryea and Ryan Gibson share the real stories behind their first deals, the mistakes they made, and the lessons that still guide them today. From disastrous single-family rentals to managing multifamily properties, they explain why failure is often the best teacher and why no one should try to “lone wolf” their way through real estate.They also highlight the power of networking and why being “in the arena” matters more than sitting on the sidelines. This is a practical, no-fluff conversation about education, community, and action for pilots and high-income professionals looking to create passive income.Show notes:(0:00) Intro(03:42) Why in-person networking is essential(07:03) The ballroom vs. hallway test for experience(12:56) The reality of early rental property mistakes(15:35) Why you can't “lone wolf” real estate investing(20:17) The “man in the arena” mindset for investors(26:18) Turbine's horizontal integration vs. Spartan's focus(30:19) OutroHelpful Links: Houston Bus Tour Registration: https://www.eventbrite.com/e/houston-self-storage-portfolio-bus-tour-tickets-1591575237379?utm_experiment=test_share_listing&aff=ebdsshios&sg=ed19105646f93b16506dd629ad293a6953b60f4c21904c87d174147bc25617d71f6099f588a1abb3a895fbbeef2578e057d6effbb7d6e124cd35f68fece2d51827faa0c5beabab7ede30c93969Turbine Capital Investor Weekend RSVP link: https://luma.com/8eryqndb — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#125 - Oil & Gas Investing for High-Income Pilots with Mark Fleming

Passive Income Pilots

Play Episode Listen Later Sep 2, 2025 52:18


Can oil and gas really be a smart play for high-income professionals? In this episode, Tait Duryea and Ryan Gibson sit down with Mark Fleming, petroleum engineer and Turbine Capital's oil & gas advisor, to break it down. From the basics of how drilling works to the tax advantages that can offset W2 income, you'll learn the realities of this often-misunderstood industry. The conversation covers political risk, environmental concerns, portfolio allocation, and many more. Whether you're curious about non-op partnerships, cashflow timing, or long-term energy trends, this episode gives you the insider perspective every pilot-investor needs.Mark Fleming is a petroleum engineer and oil & gas advisor with over 20 years of experience across Chevron, Hess, and EOG. He has also advised major banks on energy lending and helped startups navigate the public markets. Today, Mark serves as Turbine Capital's oil and gas advisor, guiding strategy and due diligence for private funds. His expertise spans drilling technology, unconventional plays, energy policy, and risk assessment, making him a trusted voice for investors seeking clarity in this complex sector.Show notes:(0:00) Intro(00:41) Why oil & gas still matters(05:20) Oil investing is long-term, not quick(08:16) Politics and pricing shape investor returns(11:42) Game-changing advances in drilling & fracking(13:03) ESG, environment, and energy reality(16:47) Oil plays vs. gas plays explained(19:26) Three ways to invest privately(24:21) Upstream, midstream, and key tax benefits(30:58) How to vet operators & reduce risk(45:05) Oil cashflow vs. real estate returns(49:22) OutroHelpful Links: Houston Bus Tour Registration: https://www.eventbrite.com/e/houston-self-storage-portfolio-bus-tour-tickets-1591575237379?utm_experiment=test_share_listing&aff=ebdsshios&sg=ed19105646f93b16506dd629ad293a6953b60f4c21904c87d174147bc25617d71f6099f588a1abb3a895fbbeef2578e057d6effbb7d6e124cd35f68fece2d51827faa0c5beabab7ede30c93969LinkedIn: https://www.linkedin.com/in/mark-e-flemingGuide to U.S. Tax benefits for Direct Oil & Gas Drilling Investments: https://drive.google.com/file/d/1DZBu5zH8dpotRFijs6-VmJo1HF4EvIIu/view?usp=sharing Bettering Human Lives Liberty Energy: https://drive.google.com/file/d/1BqCoKUbcWBiaeY6g9l1DDsQFUY8Y8y82/view?usp=sharing The Prize: The Epic Quest for Oil, Money & Power: https://a.co/d/bwwLzZq — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#124 - $44 Trillion and the Future of Retirement Investing with Mat Sorensen

Passive Income Pilots

Play Episode Listen Later Aug 26, 2025 50:52


Tait Duryea and Ryan Gibson welcome Mat Sorensen, CEO of Directed IRA, for a powerful discussion on how pilots and high-income professionals can unlock private investment opportunities through retirement accounts. From self-directed IRAs to Solo Ks, Mat explains the mechanics of rolling over old 401(k)s, navigating recent regulatory changes, and tapping into lucrative private markets that were once out of reach. Mat Sorensen is the CEO of Directed IRA and Directed Trust Company, where he oversees thousands of self-directed retirement accounts including IRAs, Roth IRAs, HSAs, and Solo 401(k)s. He is also a senior partner at KKOS Lawyers and the bestselling author of The Self-Directed IRA Handbook. A recognized leader in the self-directed investing space, Mat has helped countless professionals leverage retirement accounts to access private investments and alternative assets.Show notes:(0:00) Intro(4:15) $44 trillion in U.S. retirement accounts(5:06) Trump's executive order on 401(k)s(10:03) Fewer public companies, more private options(20:13) IRAs vs. 401(k)s for private investing(26:05) Pilot story: confusion with mutual funds(28:37) Tax implications of IRA vs. cash(35:29) How Mat vets private dealsHelpful Links: Website: https://matsorensen.com Mat's PodcastsDirected IRA Podcast → https://directedira.com/education/#category-podcastsMain Street Business Podcast → https://www.mainstreetbusiness.com Alternative Asset Summit → https://www.altassetsummit.com (October 16–17 in Scottsdale, AZ)—Houston Bus Tour Registration: https://www.eventbrite.com/e/houston-self-storage-portfolio-bus-tour-tickets-1591575237379?utm_experiment=test_share_listing&aff=ebdsshios&sg=ed19105646f93b16506dd629ad293a6953b60f4c21904c87d174147bc25617d71f6099f588a1abb3a895fbbeef2578e057d6effbb7d6e124cd35f68fece2d51827faa0c5beabab7ede30c93969 — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#123 - Market Cycles, Debt, and Real Estate Opportunities with Hunter Thompson

Passive Income Pilots

Play Episode Listen Later Aug 19, 2025 49:22


Is now the right time to buy real estate or to hold cash? In this episode, Tait Duryea and Ryan Gibson sit down with Hunter Thompson, founder of Asym Capital and host of Cash Flow Connections, to unpack today's real estate market. They cover cycles, debt structures, the COVID impact, rising interest rates, and why current distress is more about financing than fundamentals. Whether you're an LP wondering how to vet a deal or a high-income professional looking for the next big move, this conversation offers clarity on where we stand in 2025 and what smart investors should do next.Hunter Thompson is a real estate investor, author, and host of the Cash Flow Connections podcast. With 15 years of experience and billions in transactions, he's built a reputation as a sharp student of economics and a hands-on operator. From launching Asym Capital to navigating the toughest market cycles, Hunter shares how debt, demographics, and timing shape opportunities for passive investors and active operators alike.Show notes:(0:00) Intro(2:32) Early career and 2010 lessons(6:30) Becoming a capital allocator(8:01) Evaluating operators and first deals(14:02) Understanding real estate market cycles(19:30) Interest rates and inflation impact(26:09) Debt costs driving distress(30:00) Buying opportunities in strong markets(43:34) Fixed vs floating rate debt(47:14) OutroCash Flow Connections - Real Estate Podcast: https://podcasts.apple.com/us/podcast/cash-flow-connections-real-estate-podcast/id1193877994 — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#122 - How Pilots Use Whole Life Insurance to Fund Investments with Rod Zabriskie

Passive Income Pilots

Play Episode Listen Later Aug 12, 2025 49:50


What if your life insurance could help you invest without selling a single asset?Tait Duryea and Ryan Gibson welcome back Rod Zabriskie of Money Insights to demystify how whole life insurance can be used as a wealth-building tool. They break down the differences between term and whole life, how cash value grows, and why this strategy avoids risks like margin calls. You'll hear how pilots are using these policies to fund real estate, reduce taxes, and create a perpetual source of investment capital.Rod Zabriskie, president of the Money Insights Group, specializes in advanced wealth-building strategies using life insurance as a financial tool. With a pragmatic, education-first approach, Rod helps high-income professionals, especially pilots, understand how to leverage whole life policies for liquidity, tax advantages, and long-term returns.Show notes:(0:00) Intro(01:06) Four ways to leverage capital(02:01) Why life insurance can be exciting(05:09) Term vs whole life basics(10:35) How cash value policies work(16:26) Risks of securities-backed loans(20:01) Why whole life avoids margin calls(27:30) How life insurance companies invest(33:16) Using policies as your “cash chamber”(39:02) Paying off loans vs max funding(46:43) Funding ranges and contribution flexibility(49:01) OutroFor a free consultation with the Money Insights Group, go to https://moneyinsightsgroup.com/pilots/ Episodes Mentioned: #47 - https://passiveincomepilots.com/episode/47-innovative-wealth-strategies-from-life-insurance-to-alternative-investing-with-christian-allen-and-rod-zabriskie#70 - https://passiveincomepilots.com/episode/70-leveraging-life-insurance-for-passive-income-with-rod-zabriskie-and-blake-brogan #84 - https://passiveincomepilots.com/episode/84-tax-free-growth-infinite-loans-whole-life-insurance-strategies-for-high-earners #23 - https://passiveincomepilots.com/episode/23-counting-the-cost-the-risks-and-rewards-of-401k-loans-for-pilots — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#121 - Short-Term Rentals, Long-Term Wealth with Pilot Couple Brad Hilton and Aubrey Carlson

Passive Income Pilots

Play Episode Listen Later Aug 5, 2025 54:12


What if your first home turned into your first big win? Tait Duryea and Ryan Gibson welcome Brad Hilton and Aubrey Carlson, a powerhouse pilot couple who turned a VA loan into a cash-flowing real estate business. From renovating a dated beach house to designing destination-worthy cabins in Julian, CA, Brad and Aubrey break down how they scaled a short-term rental empire—without any formal training. Learn how they source properties, design for ROI, automate operations, and balance business with marriage. This episode is packed with real-world strategies, software hacks, and tax tips for pilots and professionals ready to take action.Brad Hilton and Aubrey Carlson are a husband-and-wife team with deep roots in aviation—Aubrey, a former naval aviator, and Brad, a private pilot and entrepreneur. Together, they've built a thriving short-term rental business in Southern California, blending design savvy, military strategy, and hands-on grit. Their portfolio now spans multiple markets, with a focus on high-return properties and automation-driven management.Show notes:(0:00) Intro(04:08) STR loophole for W-2 offsets(13:21) How they got into real estate(19:00) The course that changed everything(27:45) Finding high-return STR markets(31:03) Design strategy and hot tub ROI(38:00) DIY vs contractor tradeoffs(46:13) Top software stack for automation(51:03) Building once, automating forever(53:23) OutroConnect with Brad Hilton and Aubrey Carlson:Instagram: https://www.instagram.com/saltandskylodgingco Website: https://www.saltandskylodgingco.com Links Mentioned:Minoan: https://minoan.com/join-us?referral_code=2YW3J1CP4876&aid=I0KVIF Hostfully: https://get.hostfully.com/xtb3o3sa28ea Breezeway: https://referral.breezeway.io/l/AUBREYCARL48 White Feather Investments: https://whitefeatherinvestments.com/training — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#120 - How to Evaluate Markets, Properties, and Risks in Real Estate with Derrick Harris

Passive Income Pilots

Play Episode Listen Later Jul 29, 2025 60:00


What separates a solid real estate deal from a costly mistake? In this episode, hosts Tait Duryea and Ryan Gibson welcome Derrick Harris, SVP at Spartan Investment Group, to walk us through the real-world process of evaluating markets, properties, and operational risks. With a portfolio that spans millions of square feet, Derrick shares what works, what doesn't, and what every investor should know, whether you're going passive or managing properties yourself. From feasibility studies and due diligence to team dynamics and tough lessons learned, this is your inside look at how pros protect investments and build real value.Derrick Harris is the Senior Vice President of Portfolio Management at Spartan Investment Group, overseeing nearly 6 million square feet of self-storage across 15 states. With 25 years of experience in the industry, including a pivotal role at SureGuard Self Storage, Derrick brings unparalleled insight into operations, due diligence, and strategic market evaluation. In this episode, he shares what really makes or breaks a real estate investment behind the scenes.Show notes:(0:00) Intro(04:38) Derrick's start in self-storage(06:08) Lessons from industry legend Chuck Barbo(09:56) Why community engagement matters(15:20) Managing out-of-state properties(18:37) What a feasibility study looks like(21:06) Due diligence: what to inspect(26:33) Developing real estate ‘spidey sense'(30:31) Derrick's toughest property experience(49:01) What to do when due diligence fails(59:30) OutroConnect with Derrick Harris:Linkedin: https://www.linkedin.com/in/derrickharrismba24 —If you're interested in participating, the latest institutional-quality self-storage portfolio is available for investment now at: https://turbinecap.investnext.com/portal/offerings/8449/houston-storage/ — You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/ Join our growing community on Facebook: https://www.facebook.com/groups/passivepilotsCheck us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/Follow us on X @IncomePilots: https://twitter.com/IncomePilotsGet our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/Do you have questions or want to discuss this episode? Contact us at ask@passiveincomepilots.com See you on the next one!*Legal Disclaimer*The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.

Passive Income Pilots
#119 - LLCs, Trusts, and Bulletproof Asset Protection with Adam Kintigh

Passive Income Pilots

Play Episode Listen Later Jul 17, 2025 53:43


What if your rental property is a lawsuit away from costing you everything? Tait Duryea connects with asset protection expert Adam Kintigh of Nevada Corporate Headquarters to break down what every investor should know about shielding wealth. From piercing the corporate veil to choosing between LLCs and real estate privacy trusts, this episode covers real risks, smarter structures, and how to avoid costly mistakes. Adam Kintigh is an asset protection strategist with over 24 years of experience, currently with Nevada Corporate Headquarters (NCH). He specializes in forming entities, estate planning, tax and accounting strategies, and business structuring for investors nationwide. Adam is an expert on practical, legally sound frameworks for protecting rental portfolios, drawn from decades of industry knowledge and client success.Show notes:(0:00) Intro(02:15) Most common LLC questions from investors(03:06) Guest intro: Adam Kintigh of NCH(06:26) Adam's background and NCH overview(10:25) Why Delaware, Nevada, and Wyoming matter(13:35) Inside vs. outside liability explained(17:15) Piercing the corporate veil risks(25:16) What is charging order protection?(36:22) Real estate privacy trusts explained(44:14) What is fraudulent conveyance?(46:15) Bookkeeping for a simplified structure(50:53) OutroConnect with Adam Kintigh: