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For more details on prohibited transactions download the Self-Directed IRA Handbook (look for chapters 4, 5, 6, and 7): https://directedira.com/the-self-directed-ira-handbook/In this episode of the Directed IRA Podcast, Mat Sorensen and Mark J Kohler break down the single most important rule in the world of self-directed IRAs, the prohibited transaction rule. Before your IRA buys real estate, a private company, crypto, or any other alternative asset, you need to understand who your IRA can transact with and how to avoid accidental mistakes that can blow up your entire account.Mat and Mark explain the three core varieties of prohibited transactions in a simple and memorable way, using real client examples along with their usual energy, humor, and clever comedy bits. You will learn why certain family members are off limits, what happens if you try to stay in your IRA owned Airbnb, how sweat equity can accidentally trigger a self dealing violation, and how to safely buy rentals or businesses in your retirement account with confidence.The hosts also sprinkle in a series of fun “you know it is a prohibited transaction when” jokes that make the topic easy to remember and surprisingly entertaining. By the end, you will understand how to stay compliant, make smarter investment decisions, and unlock the real power of a self-directed IRA.Perfect for real estate investors, business owners, and anyone using an IRA for alternative assets, this episode gives you the clarity you need to protect your account and maximize long term gains.Chapters: 0:06- Welcome And Why This Matters0:12 - Defining Prohibited Transactions2:16 - What IRAs Can And Can't Own2:54 -It's About Who And How, Not What2:59 - Per Se Prohibited Transactions Explained4:34 - Disqualified Persons And Family Traps7:25 - After You Buy: Use And Benefit Rules8:17 - Renting To Family And Self-Dealing10:26 - Sweat Equity And Fixer Upper Pitfalls12:49 - Managing Vs. Working: The 50 Percent Line16:13 - Facts, Circumstances, And Case Law17:49 - Practical Guardrails And Flexibility19:36 - Resources, Book, And Professional Help19:51 - Closing Remarks And DisclaimersDirected IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book a Call: https://directedira.com/appointment/ Other:Mat Sorensen: https://matsorensen.com & https://linktr.ee/MatSorensen KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com
These three retirement deadlines before December 31, 2025, could literally double your money overnight, unlock up to $70,000 of Roth contributions, and turn your accounts into a tax-free ATM for your future! In this episode of the Main Street Business Podcast, Mat Sorensen and Mark J. Kohler break down powerful, little-known 401(k) and Roth strategies that most employees and small business owners are completely missing.You'll learn how to “match & out” your workplace 401(k) so you don't leave free employer money on the table, how the Mega Backdoor Roth works using after-tax contributions inside your 401(k), and why high earners and oil rig workers were among the first to exploit it. The guys also cover critical year-end deadlines for setting up a solo 401(k), how to snag valuable small business tax credits, and smart ways to structure Roth conversions so you don't accidentally bump yourself into a much higher tax bracket. They even touch on using your kids' earned income to fund their own Roth IRAs and create generational tax-free wealth.If you want to keep more of what you make, grow your retirement accounts faster, and stop relying on Wall Street or your employer to “save” you, this episode is your year-end checklist.Listen to the end, then hit subscribe for more tax and wealth-building strategies, drop your questions in the comments, and share this with a friend or family member who needs to take control of their retirement before the year is over!You'll learn:How to avoid missing the three major retirement account deadlines coming up before December 31, 2025Why doing a “match & out” on your employer 401(k) can instantly increase your contributions using free employer fundsHow the Mega Backdoor Roth works inside a 401(k) and why it allows up to $70,000 in Roth contributionsWhy high-income earners, including oil rig workers, were early adopters of after-tax 401(k) strategiesThe exact deadlines and setup requirements for opening and funding a Solo 401(k) for small business ownersHow to use Roth conversions strategically without accidentally jumping into a higher tax bracketHow to use earned income for your children to fund their own Roth IRAs and create long-term tax-free wealthGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp603-3-year-end-deadlines Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Are you missing out on one of the easiest 100 percent deductions available to business owners? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down exactly how to structure a holiday party or company event so it becomes a fully deductible business expense. From the IRS rules under Section 274 to real examples of what qualifies, you'll learn how to turn food, entertainment, awards, and even venue costs into a legitimate write-off.Unlike generic tax tips online, this discussion dives into real-world application for small business owners — whether you have a growing team, a handful of employees, or a small staff running from your home office. Mark and Mat explain the three requirements every event must meet, the difference between 50 percent and 100 percent deductions, why culture and team-building matter for tax purposes, and the exact documentation you need to protect the deduction. They also walk through case law, common mistakes, and creative strategies like using the Augusta rule when hosting at your home.Whether you're planning a Christmas party, a summer barbecue, a team-building event, or an employee appreciation night, this episode will help you use the tax code to your advantage while still creating an event your team will love. By the end, you'll know how to design an effective, compliant, and fully deductible company party that strengthens your culture and saves you money. If you're serious about maximizing deductions, staying compliant, and building a stronger business, this is an episode you can't afford to skip.You'll learn:How to structure a company holiday party or event so it qualifies for a full 100 percent tax deductionThe three IRS requirements under Section 274 that determine whether meals and entertainment are fully deductibleWhy team-building, culture, and employee morale play a direct role in the deductibility of company eventsThe key differences between 50 percent and 100 percent deductions — and how to avoid getting stuck with the wrong oneReal examples of deductible events, including award lunches, themed parties, off-site gatherings, and interactive team activitiesHow to document business purpose properly and protect your deduction if the IRS ever asks for proofCreative strategies like using the Augusta rule when hosting at your home to increase deductions legallyCommon mistakes business owners make when planning events — and how to avoid losing the write-offWhen client-facing events qualify (and when they don't) based on employee participation thresholdsHow to maximize tax benefits while still creating a memorable, effective event your tea Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Are you missing out on some of the most powerful year-end tax strategies available to small business owners and entrepreneurs? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down 20 actionable moves you can still make before December 31 to save thousands on taxes and set yourself up for long-term financial success. From retroactive S-corp elections to HSAs, Solo 401(k)s, and smart income timing, this episode is your complete year-end playbook.Unlike generic tax tips you'll find online, these strategies are tailored for real entrepreneurs — whether you're running an LLC, managing rentals, or building your side hustle. Mark and Mat explain how to pay your kids the right way, leverage 100% bonus depreciation on vehicles and equipment, and take advantage of HRAs, Roth conversions, self-rental rules, and tax-loss harvesting before the clock runs out. They also share which moves are still possible after year-end and which deadlines you can't afford to miss.Whether you're just getting started or already running a profitable business, this episode will help you keep more of what you earn and make smarter tax decisions for 2025. By the end, you'll know exactly how to finish the year strong — and start the next one with a strategy that builds wealth, not stress.If you're serious about saving money, staying compliant, and maximizing every deduction possible, this is an episode you can't afford to skip!How to implement 20 year-end tax strategies that help business owners, investors, and the self-employed keep more of their moneyHow to use S corporation elections, payroll planning, and paying your children legally to reduce self-employment taxWhy HSAs, HRAs, and Solo 401(k)s are some of the most powerful tools for deductible medical and retirement planningHow to unlock startup deductions with a first sale and maximize write-offs through year-end equipment and vehicle purchasesSmart ways to shift income and expenses between tax years to optimize your tax bracketHow Roth conversions, rental real estate strategies, and the self-rental rule build long-term tax-efficient wealthWhy scheduling a personalized tax review ensures that these strategies are actually implemented before December 31Get a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp601-20-year-end-tax-strategies Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
The Deep Wealth Podcast - Extracting Your Business And Personal Deep Wealth
Send us a textUnlock Proven Strategies for a Lucrative Business Exit—Subscribe to The Deep Wealth Podcast TodayHave Questions About Growing Profits And Maximizing Your Business Exit? Submit Them Here, and We'll Answer Them on the Podcast!“The sky is not falling. Enjoy the journey.” - Mark KohlerExclusive Insights from This Week's EpisodesIn this episode, you'll discover how to fire bad advisors, harness tax strategies like family payroll deductions and board meetings, and structure your business to slash taxes while building unbreakable wealth. Learn to captain your own ship—spot the patterns where 80% of mistakes create 90% of headaches, from abdicating to conservative accountants to reinvesting every dollar back into your business. 02:15 Why most CPAs unknowingly give bad advice12:30 Why tax planning is the ultimate wealth strategy19:10 The simple legal setup that can save entrepreneurs thousands24:55 How to build generational wealth with smart estate planning31:20 The one mindset shift that separates the rich from everyone else38:45 How to find the right financial advisors for your business44:10 The biggest mistake entrepreneurs make before selling their business51:30 Why Mark believes the tax code is a roadmap to wealthClick here for full show notes, transcript, and resources:https://podcast.deepwealth.com/491Essential Resources to Maximize Your Business ExitLearn More About Deep Wealth MasteryFREE Deep Wealth eBook on Why You Suck At Selling Your Business And What You Can Do About It (Today)Unlock Your Lucrative Exit and Secure Your Legacy
conversation with bestselling author and negotiation expert Rebecca Zung and attorney Mark J. Kohler. We break down what to do first, what to avoid, and how to protect your future — without playing dirty.You'll learn the five main areas courts consider in family law cases—property division, spousal support, custody and parenting decisions, child support, and attorney's fees—and how each one affects the next. We cover business valuation timing, enterprise vs. personal goodwill, forensic accounting, lifestyle analysis, and “sudden income deficiency syndrome.” Plus, Rebecca explains her SLAY framework (Strategy, Leverage, Anticipate, You) for negotiating with narcissists and staying out of emotional sabotage.If this helped, subscribe for weekly legal and tax strategy insights, drop your questions in the comments, and share with a friend who needs it.You'll learn:How to prepare financially before filing for divorce — and the first critical steps to protect your assets and credibilityThe five main areas every family law case covers: property division, spousal support, custody and parenting decisions, child support, and attorney's feesHow and when to value a business during divorce, including the difference between enterprise and personal goodwillWhy forensic accounting, lifestyle analysis, and “sudden income deficiency syndrome” can make or break your caseSmart strategies for both the moneyed and non-moneyed spouse to stay financially stable during proceedingsHow Rebecca Zung's SLAY framework (Strategy, Leverage, Anticipate, You) helps you negotiate with a narcissist and avoid emotional trapsGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp600-rebecca-zung-interview Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Recorded live at the Alt Asset Summit in Phoenix, this episode of the Main Street Business Podcast brings you a high-energy, audience-fueled breakdown of the Top 10 Due Diligence Must-Dos Before You Put Money Anywhere.Join hosts Mark J. Kohler and Mat Sorensen as they share stories from the trenches of asset protection, investing mistakes, client war stories, and lessons from 10,000+ hours advising entrepreneurs, investors, and small business owners. From understanding what you're investing in, to the dangers of pressure tactics, to CRUTs and crypto, to structuring a Solo 401(k) the right way—they cover it all.What You'll Learn:The #1 rule Warren Buffett follows—and why you should tooWhy “I don't buy hype, I sell it” could save your portfolioLegal pitfalls of raising money and kickback commissionsHow to use a CRUT (Charitable Remainder Unitrust) for crypto gainsReal client horror stories involving napkin contracts and pressure to investSolo 401(k) strategy stacking and the Side Door 401(k)The difference between building wealth and preserving itWhy saying “No” is a power move for every investorPlus: Live Q&A with audience members on Roth contributions, estate planning, and real-world investing scenarios. Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Mark J. Kohler, CPA, Senior Partner of KKOS Lawyers, Co-Founder of Directed IRA (no. 391 on Inc. 5000), and bestselling author, has built a career helping American small business owners and entrepreneurs achieve financial success. With over 25 years of experience and 10,000 client consultations, Mark's insights have cemented his reputation as the top-tier tax & legal expert, disruptor, and advisory mogul in the industry. His unique expertise has also been featured in national media outlets, including Fox, NBC, Bloomberg, Yahoo! Finance, Entrepreneur, Wharton School of Business, CNBC, The World Economic Forum in Davos, and the Wall Street Journal. He was awarded Monaco Voice's 40 over 40 and Tax Advisor of the Year at the Global Entrepreneur Festival.Mark's practical, down-to-earth advice reaches millions through his popular YouTube channels, weekly live training, and bestselling books. Mark's relatable teaching style simplifies tax and legal concepts for anyone looking to grow their wealth and reduce the stress of tax season.Through the Main Street Tax Professional Certification, Mark is training thousands of CPAs, Financial Planners, Lawyers and Enrolled Agents to deliver the same transformative strategies to their clients with confidence. His mission is clear: to equip Main Street American business owners with the tools they need to build wealth, reach their financial goals, and drive economic growth.Above all, Mark is a thought leader committed to empowering the next generation of advisors and entrepreneurs, ensuring they have the knowledge and resources to shape our economic landscape for generations to come.To View This Episode- https://youtu.be/3ojpQha33Gc#philfriedrich #whoknewinthemoment #podcast
In this episode, Mat Sorensen and Mark J. Kohler dive into one of the most underrated wealth-building tools out there: the Health Savings Account (HSA). With open enrollment around the corner, it's the perfect time to rethink your healthcare strategy and unlock the triple-tax advantages of this incredible account.Mat and Mark break down how an HSA can save you thousands in taxes, how to qualify for one, and how to self-direct your HSA into assets you actually believe in. From real estate and crypto to precious metals and private businesses, they share real examples, walk through contribution rules, and reveal how to make your HSA a long term investment vehicle that can cover everything from braces to retirement healthcare costs, completely tax free.Whether you're an entrepreneur, investor, or just someone tired of overpaying for insurance, this episode will open your eyes to the power of the HSA and why it should be part of your wealth strategy today.Chapters: 0:06 - Why HSAs Matter Now0:25 - High Deductibles And Real Costs0:55 - Self-Directing Your HSA1:17 - The Triple Tax Advantage Explained2:46 - Real-World Growth Examples4:06 - Level One Vs Level Two HSA6:10 - Contribution Limits And Deadlines8:16 - Contribute Early For More Growth 9:12 - Getting HSA-Eligible Insurance11:14 - Last Month Rule And Plan Changes12:17 - Catch-Up Contributions After 5513:22 - Choosing The Right HSA Provider14:47 - Steps To Set Up And Fund16:33 - What You Can Invest In18:21 - Reimbursements And Qualified Expenses20:11 - Wrap-Up, Resources, And DisclaimersDirected IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book a Call: https://directedira.com/appointment/ Other:Mat Sorensen: https://matsorensen.com & https://linktr.ee/MatSorensen KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down why every small business owner should hold their annual Family Board Meeting before the end of the year. This powerful meeting isn't just a formality — it's a proven strategy to strengthen your business, protect your assets, and educate your family about wealth and responsibility. You'll learn how to make your Family Board Meeting IRS-compliant, maximize write-offs, document your decisions properly, and create a legacy plan that keeps your business and family aligned for years to come. Mark and Mat share real examples, step-by-step guidance, and practical insights to help you get it done right before December 31st. Don't wait until tax season to get organized — plan your Family Board Meeting now and take control of your financial future!You'll learn:How to structure and hold your Family Board Meeting before year-end to stay compliant and maximize tax benefitsThe 7 key reasons every business owner needs an annual Family Board Meeting — from asset protection to financial educationHow to properly document your meeting minutes so your business stays audit-proof with the IRSSmart ways to include your spouse and kids in your business legally — and teach them real-world wealth principlesWhat expenses you can write off when holding your Family Board Meeting, including travel and meeting costsHow this meeting supports your business continuity plan and legacy goals for future generationsSimple steps to get your Family Board Meeting done before December 31st — and set your business up for long-term successGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_campaign=main-street-business-podcast&utm_content=msbp598-family-board-meeting-by-year-end Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Are you structuring your business the right way — or making costly mistakes that could be draining your profits? In this episode of the Main Street Business Podcast, Mat Sorensen and Mark J. Kohler team up to answer your questions on taxes, legal structures, and real-world strategies for small business success. Together, they uncover the truth about LLCs, S-Corps, and the $50K rule that determines when to make the switch.From transferring real estate into an LLC safely to understanding what truly qualifies as business income, this discussion covers the practical steps every entrepreneur should take to protect their assets, reduce taxes, and stay compliant. You'll also learn how to pay yourself properly, avoid due-on-sale issues, and maximize wealth through smart entity planning.If you're serious about building your business the right way and keeping more of what you earn, this is an episode you can't afford to miss!You'll learn:How to decide when it's time to convert your LLC to an S-Corp — and how the $50K rule really worksHow to transfer real estate into an LLC without triggering the due-on-sale clause or losing financing optionsThe difference between true business income and passive income (like royalties, rentals, and trading profits)How to pay yourself correctly as a business owner — and avoid IRS red flags with payroll, draws, and distributionsSimple bookkeeping and payroll strategies to stay compliant and ready for tax seasonHow to use smart entity structuring to protect your assets and save thousands in self-employment taxesPractical tips for maximizing retirement contributions through Solo 401(k)s and Mega Backdoor Roth strategiesGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_content=msbp597-smart-strategies-to-pay-yourself&utm_campaign=main-street-business-podcast Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Be Unmessablewith: The Podcast hosted by Josselyne Herman-Saccio
What if I told you that the way you're running your finances could be costing you tens of thousands of dollars a year and you don't even know it?On this episode of Be Unmessablewith the podcast, we talk with Mark J. Kohler, a powerhouse CPA, attorney, entrepreneur, and straight-shooter when it comes to money, taxes, and wealth. He's not here to confuse you with jargon. He's here to show you how to take control of your finances, build real wealth, and stop letting outdated systems (or outdated accountants) run your life.In this episode, you'll hear:Why most entrepreneurs are operating with financial blind spots (and how to fix it)The family office hack that can turn your kitchen table into a tax-saving machineWhy artists, lawyers, and small business owners all fall into the same trap of ignoring the business of their craft and how to flip the scriptAnd because you know I always ask it, Mark shares the moment in his own life when everything could have taken him out, but instead he chose to stay true to his vision and emerge Unmessablewith.This is not an episode about taxes. It's about freedom, empowerment, and creating a financial foundation that actually supports your vision.I promise, you'll walk away with practical steps you can use today. Because your money should be working for you, not against you.
Take control of your retirement with our Solo 401(k) Special, starting at $895. The offer ends on October 17, 2025! Learn more: https://kkoslawyers.com/solo-401k-special-2025/?utm_source=buzzsprout&utm_medium=description-link&utm_content=596-solo-401k-p2-maintain&utm_campaign=main-street-business-podcastAre you taking full advantage of one of the best retirement strategies available to entrepreneurs and small business owners? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen dive deep into how to set up, maintain, and maximize your Solo 401(k) — giving you the tools to make the most of this powerful retirement plan.The Solo 401(k) offers higher contribution limits, flexible investment options, and unique tax advantages that make it one of the most attractive plans for the self-employed. Mark and Mat break down everything you need to know about eligibility, plan setup, ongoing compliance, and strategies to ensure your plan is working for you. They'll also cover common mistakes, key rules to remember, and proven ways to grow your wealth through real estate, small business investments, and alternative assets inside your Solo 401(k).Whether you're new to retirement planning or already have a Solo 401(k) in place, this episode provides practical steps to help you stay compliant, maximize contributions, and take full advantage of the tax-saving opportunities available. By the end, you'll understand why the Solo 401(k) is often a smarter choice than a SEP IRA or other retirement plans — and how to ensure yours is structured correctly.If you're serious about saving taxes, building wealth, and taking control of your financial future, this is an episode you don't want to miss!You'll learn:How to determine if you qualify for a Solo 401(k) — even if you have part-time employees or a small side businessThe key rules for full-time and part-time employees, and how to stay compliant as your business growsSmart strategies for setting optimal salary levels for yourself and your spouse to maximize contributions and minimize taxesThe different contribution options (traditional, Roth, and employer match) and how to combine them for greater flexibilityHow to roll over or restate an existing 401(k) into a self-directed plan that lets you invest in what you know bestGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description-link&utm_content=596-solo-401k-p2-maintain Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of The Directed IRA Podcast, tax attorneys Matt Sorensen and Mark J. Kohler reveal one of the most powerful strategies for crypto investors, how to grow and withdraw your crypto profits completely tax free using a Crypto Roth IRA.They break down three key scenarios every crypto holder needs to understand:Getting started, how to buy crypto in a Roth IRA even if you are new to retirement accounts.Converting existing IRAs or 401(k)s, how to roll over or convert funds into Roth dollars to start investing in crypto.High net worth or business owners, how to use Roth Solo 401(k)s, HSAs, and Coverdells to expand your tax free crypto empire.You will also learn the “No More Taxes on My Crypto Pledge,” why it is never too late to start, and how strategic planning can protect your wealth while maximizing long term gains.Matt and Mark share real examples from clients, explain the difference between traditional and Roth accounts, and highlight the unique advantages Directed IRA offers for crypto investors, including low fees, easy app based trading, and full IRS compliance.If you believe in the future of crypto and want to keep every penny of your gains, this episode is your roadmap to doing it the smart, legal, and tax free way.Chapters: 00:06 - Why a Crypto Roth Exists02:50 - Three Paths to a Crypto Roth05:00 - Rolling Over Old IRAs and 401(k)s07:20 - Converting Traditional to Roth Strategically08:56 - Solo 401k Power for Business Owners10:53 - The “No More Taxes” Pledge for New Buys13:13 - Using Family, HSA, and Coverdell Buckets16:01 - Costs, Providers, and Getting Help19:35 - Disclaimers and Final TakeawaysTake the pledge. Stop paying taxes on your crypto. Start building your future tax free with Directed IRA.Directed IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book a Call: https://directedira.com/appointment/ Other:Mat Sorensen: https://matsorensen.com & https://linktr.ee/MatSorensen KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com
Take control of your retirement with our Solo 401(k) Special, starting at $895. The offer ends on October 17, 2025! Learn more: https://kkoslawyers.com/solo-401k-special-2025/?utm_source=buzzsprout&utm_medium=description-link&utm_content=solo-401k-p1-benefits&utm_campaign=main-street-business-podcastAre you overlooking one of the most powerful retirement strategies available to entrepreneurs and small business owners? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen take a deep dive into the Solo 401(k) — explaining exactly what it is, who qualifies, and how it can dramatically improve your retirement savings and tax strategy. If you're self-employed, a freelancer, or running a small business, this plan could be a game-changer for your financial future.Unlike traditional retirement accounts, the Solo 401(k) comes with higher contribution limits, flexible investment options, and unique tax advantages that put you in control. Mark and Mat walk you through how the plan works, the rules you need to know, and why so many entrepreneurs are using it to invest not only in the stock market, but also in real estate, private companies, and alternative assets. They'll also cover common misconceptions, key mistakes to avoid, and practical strategies to maximize the benefits of this plan.Whether you're just getting started with retirement planning or looking for ways to reduce your tax burden while growing wealth, this episode breaks it all down in plain, actionable steps. By the end, you'll understand why the Solo 401(k) stands out compared to SEP IRAs and other options — and how to know if you qualify. If you're serious about building wealth, saving taxes, and gaining more control over your financial future, this is an episode you can't afford to miss!You'll learn:How a Solo 401(k) lets you save for retirement using any small business or side hustle income — even alongside a day job 401(k) or IRAThe major tax and contribution advantages that make Solo 401(k)s one of the most flexible retirement plans for entrepreneursHow to borrow from your Solo 401(k) and pay yourself back with tax-free interestWhy Solo 401(k)s offer strong asset protection and rollover options from old retirement accountsThe power of self-directing your Solo 401(k) into real estate, small businesses, and other alternative investmentsGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description&utm_content=595-sol Grab my eBook 30 Unique Strategies Every Business Owner Should Know! You don't want to miss this! Secure your tickets for the #1 Event For Small Business Owners On Main Street America: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Are you making money decisions that could be holding you back from real financial freedom? In this episode of the Main Street Business Podcast, Mark J. Kohler flies solo to answer your questions! In the process, he reveals the common mistakes people make with money, taxes, and investments — and how you can avoid them. He shares proven strategies to help you protect your wealth, build long-term security, and take control of your financial future.From managing taxes to creating passive income, this discussion breaks down the essential steps every entrepreneur, investor, and professional should know. Learn how to maximize deductions, grow your wealth, and safeguard your assets without falling into costly traps.If you're serious about building wealth and creating lasting financial stability, this is an episode you can't afford to miss!You'll learn:How transferring a property to an LLC works, the risks of triggering the due-on-sale clause, and what to watch out for with your lenderThe difference between Schedule E and Schedule C when reporting short-term rental income — and how mixed personal use can change your tax treatmentKey rules for deducting business mileage when operating across multiple locations, and how to maximize your write-offsWhat expenses you can (and can't) cover in a Roth IRA LLC, including laptops, mining rigs, and other gear for crypto-related activitiesWhy documenting your strategies correctly is essential to avoid IRS issues and maintain tax efficiencyPractical, real-world answers to common tax and wealth-building questions that apply to both investors and small-business ownersGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description&utm_campaign=msbp004-open-forum-lessons-on-wealth Grab my FREE Ultimate Tax Strategy Guide HERE! You don't want to miss this! Secure your tickets for the most significant business, tax & legal event of the year: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Productivity Straight Talk - Time Management, Productivity and Business Growth Tips
I sit down with “America's #1 Small Business Tax Lawyer” - the Founder and CEO of Main Street Tax Professionals, Mark Kohler, to dive into how you can utilize little known business tax secrets to keep more of your hard-earned money. What You'll Discover In This Episode: ✔ A Great Summertime Tax Tip That Can Make Yours Better ✔ What Flow Through Taxation Is ✔ Why Converting From An LLC To An S-Corp Can Save You On Taxes ✔ At What Point You Should Convert (Yes, There's A Specific Moment) ✔ The Payroll Action You Should Be Making Quarterly ✔ How To Pay Your Kids Through Your Business ✔ The Crossroads Of Crypto & Small Business ✔ Advice For Creating A Trust ✔ How That Coincides With An LLC & Those Protections ✔ So Much More! To access resources and links from this episode, click on https://AmberDeLaGarza.com/393 P.S. Want to discover what's most holding you back in business and receive a personalized playlist to help you overcome those specific challenges? It only takes a few minutes to take the Next Level Business Owner Quiz and get on the path of taking your leadership and business to the next level! And… If you want help managing your time, creating efficiency, making a new hire, reducing the stress and overwhelm of running a business, or making strategic decisions that will help you level up your business, I'd like to talk to you. Let's discuss how we can partner together to help you get unstuck, reduce stress, and determine a clear path to increased profits! Schedule your Discovery Call
Visit altassetsummit.com to learn how to invest in Alternative Assets.(More links down below.) In this episode of the Directed IRA Podcast, attorneys Mat Sorensen and Mark J. Kohler dive into five creative ways to buy real estate with your self-directed IRA. Beyond the traditional “pay cash” approach, they explore strategies like seller financing, non-recourse bank loans, subject-to deals, wholesaling, private lending, and even the Roth Dream Home Takeover (a little-known method to lock down your future retirement home tax-free).They share real client examples, key compliance rules (like avoiding personal guarantees), and why pairing these strategies with a Roth IRA can supercharge compounding and keep more returns in your pocket. Whether you're a seasoned investor or just discovering the power of self-directing, this episode will open your eyes to opportunities you may not have known existed.Chapters: 00:00 - Introduction to IRA Real Estate Strategies03:16 - Creative Financing Through Self-Directed IRAs06:53 - Wholesaling Properties With Your IRA09:25 - Becoming the Lender With Your IRA13:00 - The Roth Dream Home Takeover18:54 - Partnering Strategies and Tax Liens23:48 - Alt Asset Summit InvitationDirected IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book a Call: https://directedira.com/appointment/ Other:Mat Sorensen: https://matsorensen.com & https://linktr.ee/MatSorensen KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com
Why risk your business and hard-earned money with the wrong setup when you could be protecting yourself and saving on taxes? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down the critical steps every small business owner and new LLC owner must take to avoid costly mistakes. From choosing the right entity structure to understanding tax advantages, they reveal the insider strategies that keep more money in your pocket and safeguard your future.Discover how to set up your LLC the right way, when an S Corp might make sense, and how to keep your business compliant without overspending on fees. Learn practical legal and tax moves that help you reduce liability, maximize deductions, and protect your assets — so you can focus on growing your business with confidence.If you're serious about building a strong foundation for your company, this is an episode you can't afford to miss! Subscribe for more real-world strategies from Mark J. Kohler and Mat Sorensen, and get expert support for your business today through KKOS Lawyers and Main Street Business Services.You'll learn:Why setting up your LLC in the wrong state (like Nevada, Delaware, or Wyoming) can cost you extra fees and headaches — and where you really should fileHow to avoid exposing your home address by properly using a registered agent and company addressThe critical documents every LLC needs beyond the one-page state filing, including an operating agreement, membership certificates, and minutesWhy your LLC must have its own bank account, tax ID, and records to be treated as a separate legal entityHow the right tax election (like electing S Corp status) can save business owners thousands in self-employment taxes each yearThe importance of annual compliance — renewals, meetings, and minutes — and why outsourcing this can save time, stress, and penaltiesReal-world “cleanup” strategies for fixing LLCs that were set up wrong or neglected, so you can get back on trackGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description&utm_campaign=10-LLC-mistakes Grab my FREE Ultimate Tax Strategy Guide HERE! You don't want to miss this! Secure your tickets for the most significant business, tax & legal event of the year: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
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!Join host Bronson Hill for the 2024 Tax Strategy Summit webinar, featuring an expert panel sharing actionable tax strategies for passive investors and entrepreneurs.Courtney Moeller, a tax strategist at Diversified Investment Partners, specializes in oil and gas investments, offering 80-90% deductions against any income, even W2, with no real estate professional status required.James Rainwater CPA, founder of Rainwater CPA, advises entrepreneurs on business structures and tax planning, emphasizing proactive strategies like tax loss harvesting and oil and gas investments.Mark J. Kohler, CPA, attorney, and founder of Main Street Tax Pro, trains advisors nationwide and shares year-end tips like S-corp elections, family board meetings, and charitable remainder trusts for wealth preservation.Discover how to leverage bonus depreciation (potentially returning to 100% under President-elect Trump), oil and gas deductions, family office strategies, and charitable trusts to minimize taxes. Learn why proactive tax planning—through quarterly advisor meetings—is key to building wealth.TIMESTAMPS01:16 - Panel introductions: Courtney Moeller, James Rainwater CPA, Mark J. Kohler02:38 - Bonus depreciation: Will it return to 100% under Trump?05:45 - Oil and gas: Courtney on 80-90% deductions against any income07:00 - Year-end strategies: Mark on high earners' tax-saving options10:16 - Planning ahead: James on 2024 vs. 2025 tax strategies11:56 - Alternative investments: Solar, farmland, and beyond13:55 - Family office: Mark on tax-deductible board meetings15:19 - Hiring kids: James on shifting income to lower tax brackets17:35 - Courtney's approach: Paying kids in crypto, charitable donations19:29 - Roth IRAs: Mark on funding kids' tax-free wealth21:42 - When to hire a tax strategist: Mark and James on proactive planning25:58 - Sourcing deals: Courtney, James, and Mark on finding tax-advantaged investments30:58 - Mark's 10 year-end tax tips: S-corps, HSAs, 401ks, and more37:31 - Charitable trusts: James and Mark on CRUTs and multipliers41:02 - Courtney's advice: Find a CPA who invests and strategizes46:39 - Q&A: Side businesses, short-term capital gains, LLCs56:24 - Connect with the panelists57:57 - Wealth Forum and 2025 Investing Outlook Summit detailsConnect with the Guests:James Rainwater:Website: https://rainwatercpa.com/Courtney Moeller:Website: courtneymoeller.comLinkedIn: https://www.linkedin.com/in/csmoeller/Oil & Gas Report: http://oilandgasreport.net/Mark J. Kohler:Podcast: https://mainstreetbusinesspodcast.com/Youtube: https://www.youtube.com/@MarkJKohler/featuredWebsite: https://markjkohler.com/#TaxStrategy#PassiveInvesting#OilAndGas#BonusDepreciation#FamilyOffice#WealthBuilding#CharitableTrust
Your name and home address are everywhere — and that's a problem! In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down practical, legal ways to keep your personal info off public records while still running your business and owning assets the right way. You'll learn why manager-managed LLCs beat member-managed, how to use registered agents and privacy addresses, what PO boxes can and can't do, and when a Wyoming holding LLC (or similar) adds a layer of anonymity.We also cover the six states that require an in‑state street “ghost” address, the difference between privacy (camouflage) and asset protection (bulletproof vest), and real-world scenarios for landlords, investors, and anyone with growing visibility. If you've ever worried about tenants, stalkers, or just unwanted mail at your front door, this step-by-step playbook will help you tighten things up without breaking the bank.Subscribe for weekly tax, legal, and business strategies. Like the episode if it helped, drop your questions in the comments, and share it with a friend who needs more privacy!You'll learn:Why manager-managed LLCs are better for privacy than member-managed LLCsHow to use registered agents and privacy address services to keep your home off public recordsWhen a Wyoming holding LLC (or similar) can create a layer of anonymity for property ownershipThe six states that require an in-state street “ghost” address and how to handle themThe pros and cons of PO boxes, virtual mailboxes, and privacy address servicesThe difference between privacy (camouflage) and asset protection (bulletproof vest)Real-world strategies landlords, investors, and business owners use to protect their address and identityGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description&utm_campaign=SALT_Deduction Grab my FREE Ultimate Tax Strategy Guide HERE! You don't want to miss this! Secure your tickets for the most significant business, tax & legal event of the year: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Why make someone else rich when you could be paying yourself? In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen reveal three powerful real estate strategies that allow business owners to become their own landlord, create cash flow, and protect family wealth. From renting your own building to your business, to buying your kid's college home, to purchasing your parents' house for asset protection and tax benefits, these proven methods could transform your financial future.Discover how to structure these deals for maximum tax savings, including cost segregation, bonus depreciation, the Dash 4 election, and creative financing options. Learn the practical and emotional benefits of these moves — from building equity and cash flow to teaching your kids valuable real estate skills, and safeguarding your parents' independence while protecting their biggest asset.If you're ready to stop paying rent to someone else and start building wealth for your own family, this is an episode you can't afford to miss. Subscribe for more real-world strategies from Mark J. Kohler and Mat Sorensen, and take control of your financial destiny today!You'll learn:How renting your own commercial building to your business can build equity and slash taxesThe steps to buy your child's college home and turn rent into cash flowWays to purchase your parents' home for asset protection, Medicaid planning, and tax benefitsHow to use strategies like cost segregation, bonus depreciation, and the Dash 4 election to maximize deductionsCreative financing options for owning commercial space, including commercial condo unitsHow to leverage 1031 exchanges to defer taxes and reinvest in new propertiesThe personal and educational benefits of involving your kids in real estate managementGet a comprehensive tax consultation with one of our Main Street tax lawyers that can build a tax strategy plan with an affordable consultation that will leave you speechless!! Here's the link - https://kkoslawyers.com/services/comprehensive-bus-tax-consult/?utm_source=buzzsprout&utm_medium=description&utm_campaign=SALT_DeductionGrab my FREE Ultimate Tax Strategy Guide HERE!You don't want to miss this! Secure your tickets for the most significant business, tax & legal event of the year: Main Street 360Looking to connect with a rock star law firm? KKOS is only a click away!Are you ready to get certified in EVERY strategy I teach? Start your journ Grab my FREE Ultimate Tax Strategy Guide HERE! You don't want to miss this! Secure your tickets for the most significant business, tax & legal event of the year: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Target Market Insights: Multifamily Real Estate Marketing Tips
Mark Kohler is a bestselling author, entrepreneur, attorney, CPA, and the founding and senior partner at KKOS Lawyers. Specializing in tax, legal, wealth, estate, and asset protection planning, Mark has helped thousands of small business owners and investors align their tax strategies with their real estate and business goals. He is also the host of The Main Street Business Podcast and Directed IRA Podcast, educating entrepreneurs on practical ways to build wealth and save taxes.
Did you know you can use your IRA to invest in private funds? These include private equity, venture capital, hedge funds, and real estate funds.Private funds have become one of the most popular investments among self-directed IRA owners because they offer access to professionally managed strategies, broader diversification, and the ability to passively invest in high-growth sectors—all within a tax-advantaged account.In this episode, "Use Your IRA to Invest in Private Funds," Mat Sorensen and Mark J. Kohler explain how private fund investments work inside an IRA, what separates a legitimate fund from a risky one, and why understanding the fund's documents, liquidity restrictions, and management team is essential before investing.If you're looking for greater control over your retirement investments, this episode will give you the framework you need to evaluate private funds and avoid common mistakes. Book a call today to learn more: directedira.com/appointment.0:08 - Investing IRAs in Private Funds3:00 - What Defines a Legitimate Fund6:00 - Understanding Accredited Investors10:00 - Due Diligence and Investment Documents16:12 - Subscription Process and Liquidity Concerns22:09 - Exit Strategies and Final ThoughtsDirected IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book a Call: https://directedira.com/appointment/ Other:Mat Sorensen: https://matsorensen.com & https://linktr.ee/MatSorensen KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com
In this episode of the Directed IRA Podcast, attorneys Mat Sorensen and Mark J. Kohler unveil a powerful and often overlooked strategy for funding your child's college education without relying solely on a 529 plan. They break down how to combine a Coverdell ESA and a Roth IRA for your children, integrate those with self-directed investments, and potentially achieve tax free growth and distributions.This episode is for business owners, parents, and investors looking for a smarter tax efficient way to save for education. Whether you're new to self directing or already using these tools for retirement, this strategy could reshape how you approach college planning and family wealth building.Chapters00:00 – Introduction to College Funding Secret01:17 - Self- Directed Accounts for College Savings03:35 - Kids Roth IRA Strategy 08:14 - Tax-Deductible Methods for Funding 12:17 - Legitimacy and Next StepsDirected IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book a Call: https://directedira.com/appointment/ Other:Mat Sorensen: https://matsorensen.com & https://linktr.ee/MatSorensen KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com
President Trump just signed the Big Beautiful Bill into law — and it's packed with tax breaks for small business owners, real estate investors, and everyday entrepreneurs. In this episode, tax attorney Mark J. Kohler and attorney Mat Sorensen break down the most useful strategies you can implement right now to save big.Here's what you'll learn:How to leverage 100% bonus depreciation for real estate, vehicles, and business equipmentWhy the QBI (199A) deduction is now a permanent win for small business ownersHow to tap into Opportunity Zones for tax-free investingThe truth about the new $40K SALT cap — and the workaround that still works in 36 statesWhether you're an entrepreneur, investor, or just want to pay less in taxes — this episode is your playbook. Grab my FREE Ultimate Tax Strategy Guide HERE! You don't want to miss this! Secure your tickets for the most significant business, tax & legal event of the year: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Learn how to grow, protect, and exit your business with expert tax and legal advice. In this episode of Sharkpreneur, Seth Greene talks with Mark Kohler, America's #1 Tax & Legal Expert, who shares his journey in building a successful self-directed IRA business, his Main Street Certified Tax Advisor program, and how entrepreneurs can better handle the complexities of taxes and legal strategies. With over 2 million downloads and extensive experience, Mark discusses valuable insights on growing a business, tax planning, and setting yourself up for success. Key Takeaways: → How it's important to wait for your business to mature before drawing income. → Why hiring the right people and building a strong team will help you scale your business. → Why business owners and tax professionals need to think outside the box. → How tax and legal strategies are intertwined and why entrepreneurs should not overlook them. → How upcoming changes in legislation might affect small businesses. Mark J. Kohler isn't just another CPA—he's a wealth-building, tax-slashing, business-scaling expert who has been helping American entrepreneurs succeed for over 30 years. As Senior Partner at KKOS Lawyers, Co-Founder of Directed IRA (ranked No. 391 on Inc. 5000), a five-time bestselling author, Mark has been a trusted voice for small business owners nationwide. He's been named Tax Advisor of the Year and has appeared on Fox, Bloomberg, The Wall Street Journal, Yahoo! Finance, NBC, Wharton School of Business, and represented on the global stage at the World Economic Forum in Davos. Mark's Main Street Business podcast, Tax & Legal 360 events, social media platforms, and Main Street Professional Certification Program help simplify taxes, allowing thousands to keep more money, grow faster, and build lasting wealth. Connect With Mark: Website Instagram TikTok X Facebook LinkedIn Learn more about your ad choices. Visit megaphone.fm/adchoices
In this episode of the Directed IRA Podcast, Mat Sorensen and Mark J. Kohler tackle the ten most frequently asked questions they hear from clients, investors, and professionals about self-directed IRAs. Whether you're brand new to self-directing or looking to avoid common missteps, this episode offers clear, practical guidance grounded in real-world scenarios and thousands of consultations.They cover what your IRA can and cannot invest in, how prohibited transactions work, when to use a checkbook IRA or IRA LLC, how UBIT applies to certain investments, and what type of account is best for your goals. If you've ever wondered whether you'll pay tax to self-direct, how to fund your account, or whether you're too old or too young to get started, this is the episode for you.Subscribe to the Directed IRA podcast for more episodes diving deeper into self-directed investing strategies. Visit directedira.com to learn more about taking control of your retirement investments.Chapters00:00 – Introduction to Self-Directed IRAs02:50 – What Can You Invest In?04:05 – Investment Restrictions and Limitations06:55 – The Prohibited Transaction Rules08:40 – Choosing the Right Account Type12:45 – Checkbook IRAs and IRA LLCs18:35 – Taxes, Penalties and Common Misconceptions24:30 – Finding Your Investment Strategy29:20 – Final Thoughts and DisclaimerDirected IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book a Call: https://directedira.com/appointment/ Other:Mat Sorensen: https://matsorensen.com & https://linktr.ee/MatSorensen KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com
Mark J Kohler and Mat Sorensen dive deep into the world of LLC registration, revealing must-know strategies for small business owners and real estate investors. Learn how to:Properly register your business across state linesProtect your assets with the right LLC structureAvoid expensive penalties and legal pitfallsMaximize tax benefits for multi-state operationsWhether you're a rental property owner, remote business operator, or entrepreneur looking to expand, this episode is your ultimate guide to navigating complex LLC regulations. Don't make expensive mistakes - watch now and save thousands!Setup a call with a lawyer at KKOS Lawyers from anywhere in the country that can help you with your legal structuring - https://kkoslawyers.com/contact-us/ Get in compliance with your current entity and get your minutes and state registration complete - https://www.mainstreetbusiness.com/contact Get my newsletter and sign up for my weekly updates here - https://mainstreetpros.com/lp/tax-strategies-ebook Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant business, tax & legal event of the year: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Solo 401(k) vs. Self-Directed IRA: Who Wins? In this episode of the Directed IRA Podcast, Mat Sorensen and Mark J. Kohler engage in a detailed, side-by-side comparison of two powerful retirement vehicles: the Solo 401(k) and the Self-Directed IRA. From Roth contributions and rollover rules to the Solo 401(k)'s $50K loan feature, Mat and Mark walk through real-world scenarios to help you choose (or combine) the best account for your retirement strategy. If you're self-employed or considering more control over your retirement investing, understanding the nuances between these accounts is essential.Chapters:00:00 - Intro: The Retirement Account Showdown01:55 - What Is a Self-Directed IRA?03:30 - Solo 401(k) Advantages & Eligibility04:25 - Contribution Limits: IRA vs. 401(k)06:37 - Roth Strategy: IRA vs. Solo 401(k)08:30 - Borrowing & Rollovers13:30 - Administrative Complexity vs. Control17:00 - When to Use Both Accounts19:12 - Final Verdict: Strategy Over PreferenceDirected IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book a Call: https://directedira.com/appointment/ Other:Mat Sorensen: https://matsorensen.com & https://linktr.ee/MatSorensen KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com
Mark J. Kohler and Mat Sorensen reveal game-changing strategies for transforming your retirement accounts from Wall Street limitations to Main Street opportunities. Discover how to legally invest your IRA or 401(k) in high-potential assets beyond traditional stocks and mutual funds.Maximize Tax-Free Wealth: Learn Roth IRA investment strategies that minimize taxesExplore Alternative Investments: Real estate, crypto, private businesses, and moreGain Checkbook Control: Understand IRA LLC structures for flexible investingProtect Your Assets: Learn how retirement accounts shield your investmentsA comprehensive guide for entrepreneurs seeking smarter, more strategic retirement investingGet the $150 summertime discount and open your IRA to invest in what you know - https://directedira.com/appointment/Get a consult with a tax lawyer to strategize and build your tax and legal plan - https://kkoslawyers.com/contact-us/Sign up for Mark's newsletter and get a free e-book - https://mainstreetpros.com/lp/tax-strategies-ebook Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute discovery call to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant business, tax & legal event of the year: Main Street 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Directed IRA Podcast, Mat Sorensen and Mark J. Kohler dive into the Top 10 Mistakes in Self-Directing Your IRA—and how to avoid them. Whether you're just getting started or already managing self-directed investments, this episode outlines the most common pitfalls that can derail your retirement strategy, including prohibited transactions, improper deal structuring, and UBIT traps. Mat and Mark not only break down each mistake but also provide practical guidance on how to structure deals the right way to stay compliant and protect your tax-advantaged account. They also highlight a critical bonus topic on Required Minimum Distributions (RMDs) for illiquid assets that every older investor must understand.If you're looking to confidently navigate self-directed retirement investing, this episode is for you.00:00:08 – 00:01:50 – Intro, Past Events, & Empowering You to Self-Direct Your IRA00:01:50 – 00:04:15 – Breaking Out of the Brokerage Box (Disney Analogy): Investment Freedom Explained00:04:15 – 00:04:18 – Top 10 Mistakes in Self-Directing Your IRA00:04:18 – 00:06:30 – Mistake 1: Early Commitment to Deals00:06:30 – 00:07:54 – Mistake 2: Buying Assets You Already Own00:07:54 – 00:08:36 – Mistake 3: Transacting with Disqualified Persons00:08:36 – 00:11:30 – Mistake 4: Violating the 50% Rule in Business Ownership00:11:30 – 00:13:12 – Mistake 5: Providing Services to IRA-Owned Assets00:13:40 – 00:16:50 – Mistake 6: Personally Profiting from IRA Transactions00:16:50 – 00:21:30 – Mistake 7: Using IRA-Owned Assets Personally00:21:30 – 00:23:04 – Mistake 8: Improper Flow of Funds with IRA LLCs00:22:55 – 00:24:20 – Mistake 9: Underfunding Investments and the Need for Capital Planning00:24:20 – 00:31:04 – Mistake 10: Ignoring UBIT and UDFI Tax Traps00:31:04 – 00:32:30 – Bonus: RMD Pitfalls with Illiquid IRA Assets00:32:30 – 00:34:15 – Conclusion: Knowledge is Power—Avoiding Pitfalls with ConfidenceDirected IRA Homepage: https://directedira.com/ Directed IRA Explore (Linktree): https://linktr.ee/SelfDirectedIRA Book a Call: https://directedira.com/appointment/ Other:Mat Sorensen: https://matsorensen.com & https://linktr.ee/MatSorensen KKOS: https://kkoslawyers.comMain Street Business https://mainstreetbusiness.com
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen walk you through the full business lifecycle—showing you how to start lean, systemize operations, scale smart, and exit on your terms. Get ready for real-world strategies that actually work.Here are some of the highlights:Mark shares his experience in the startup phase, emphasizing the importance of not suffocating the business.Mat highlights how scaling a business involves scaling people, not just systems.Mark & Mat discuss the challenges of duplicating oneself in the business and the importance of having a clear vision.The need for a balanced approach to scaling, including personal financial planning.The challenges of finding the right person to take over the business and the importance of understanding key performance indicators.The optimization phase, focusing on efficiency and systemizing to make money.How to evaluate your team and ensure you have the right people in place to support scaling the business.Start planning for your eventual exit, even if it's years away, by working on improving financials and operations. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen take on your toughest tax and business questions in an open forum style. From setting up the right business structure to handling a home office deduction the smart way, they give you the tips you wish your accountant and attorney actually explained. It's smart, fast-paced advice that real Main Street entrepreneurs can put into action.Here are some of the highlights:Mark and Mat discuss the benefits and drawbacks of not getting married and having a revocable living trust.Mat shares his experience of owning real estate with a partner without a revocable living trust, emphasizing the importance of a buy-sell agreement.Mark discusses the benefits of having an estate plan and provisions to take care of each other in case of death.The options of treating the rental income as a gift or claiming it as rental income and expenses.How an LLC allows for de minimis expense accounting, which can be beneficial for startups.Emphasize having a home office deduction to qualify for other business-related deductions.Importance of planning for the distribution of assets in a trust to minimize tax implications and ensure the beneficiaries' needs are met.The limitations of umbrella insurance and focusing on proper insurance and asset protection through LLCs.Advise being transparent with the spouse and choosing the right type of lawyer to minimize conflict and costs. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In a recent episode of the Main Street Business Podcast, where I was honored to be a guest with Mark J. Kohler, we tackled one of the biggest challenges facing real estate investors right now: Raising capital in today's uncertain market. For years, it was easy… A decent pro forma and a little confidence could get you funded. But in 2025? Investors are nervous, capital is cautious, and the rules of the game have changed. In this episode, we dig into: Why most investors are frozen in fear (and how to break through) The difference between 506(b) and 506(c) — and why it matters more than ever How I raised over $100M using systems, not sales pitches What makes LPs say “yes” (even when the market says “no”) And how to attract high-net-worth capital… even if you're not an “influencer” This was originally released as a guest episode on the Main Street Business Podcast, but it was so packed with insights we decided to repost it on Cash Flow Connections. If you're trying to raise capital right now — or plan to — this is required listening. Talk soon, Hunter Thompson Interested in learning how to take your capital raising game to the next level? Meet us at Capital Raiser's Edge. Learn more here: https://raisingcapital.com/cre
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen explain why every adult—single or married, wealthy or not—needs a will and a revocable living trust. Learn the practical steps for setting up your estate plan, naming a trustee, and ensuring your assets stay protected and your wishes are followed.Here are some of the highlights:Mark emphasizes the importance of having a will, noting that 50% of Americans do not have one.Mat explains that a trust allows for more control over who gets what, when, and under what conditions.Mark and Mat discuss the flexibility of a trust, including the ability to amend it as life circumstances change.Example of Robin Williams' will being made public, highlighting the privacy benefits of a trust.A living trust is effective immediately and can be funded with assets during one's lifetime.The concept of a "trifecta" or "pitcher" that brings together all the elements of an estate plan.Mark clarifies that a trust does not provide asset protection and should not be used for that purpose. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Mark J. Kohler, a CPA and attorney for small business owners, is a nationally recognized tax and legal expert, best-selling author, and Senior Partner at KKOS Lawyers, where he has spent over 30 years helping small business owners with tax strategy, asset protection, and estate planning. He also serves as CFO and Board Member of Directed IRA Trust Company, ranked #391 on the Inc. 5000, and recently launched the Main Street Certified Tax Advisor Program to train CPAs and Enrolled Agents in his proven strategies—impacting the lives of entrepreneurs nationwide. A five-time best-selling author, Mark is best known for The Tax and Legal Playbook and co-hosts two top podcasts, The Main Street Business Podcast and The Directed IRA Podcast, with longtime partner Mat Sorensen. Their engaging, easy-to-follow content helps business owners simplify complex financial and legal topics to reduce taxes and build lasting wealth. Through his Tax & Legal 360 events, YouTube channel, and social platforms, Mark has educated and empowered thousands of Main Street entrepreneurs. Mark has been featured on Fox News, Bloomberg, The Wall Street Journal, NBC, and Wharton Business Radio, and has taken the global stage at the World Economic Forum in Davos. Named Tax Advisor of the Year, he's a passionate advocate for small businesses and remains committed to helping Americans thrive through smarter tax and financial strategies. During the show we discussed: Changes and implications associated with the new administration. Major depreciation changes that affect business owners. The importance of understanding the 199A deduction IRS changes taking place as a result of recent developments. Discussions surrounding the potential removal of Federal income taxes. Notable tax reductions for businesses that should be acknowledged. Resources: https://markjkohler.com/
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen take a deep dive into the six LLC structures every entrepreneur, investor, and licensed professional should understand. Whether you're starting a business, protecting rental properties, or building wealth with a high-net-worth strategy, this episode breaks down how to choose and use the right LLC to match your goals.Here are some of the highlights:Mark and Mat discuss the six types of LLCs, starting with the most common type for rental properties.Mat explains the benefits of a single-member LLC for asset protection and the flow-through of taxes on personal returns. The importance of setting up LLCs early for protection and the potential need for multiple LLCs for multiple properties.Mat breaks down the tax savings from avoiding self-employment taxes and the importance of taking a reasonable salary.Mark and Mat highlight the advanced planning and asset protection strategies associated with COPE LLCs.Mark and Mat introduce the series LLC, which allows for separate liability treatment for multiple properties.How separating different types of LLCs for asset protection and tax planning is crucial. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Main Street Business Podcast, Mark J. Kohler shows how simple board meetings and a strategic plan can supercharge your finances. He explains how to turn ordinary family gatherings into legitimate, tax-deductible business meetings that strengthen your entity structure. Get inspired to organize your goals, sharpen your decision-making, and create a family office that supports real wealth-building.Here are some of the highlights:Mark explains the concept of a family office, emphasizing that it is not limited to billionaires but can be set up by anyone.The benefits of a family office include tax write-offs, better asset protection, and wealth building.Mark advises participants to legitimize their LLC or corporation by holding board meetings and documenting the minutes.The difference between boards of directors for corporations and boards of advisors for LLCs.Mark introduces his "trifecta" concept, which includes a revocable living trust, 1040 tax return, and various assets and operations.Encouragement to set up boards for all their entities, even if they only have one or two.Mark emphasizes the need to update the plan regularly and share it with tax and legal advisors. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Main Street Business Podcast, Mark J. Kohler and Max Merritt reveal how NIL athletes can turn short-term earnings into long-term wealth. From forming an LLC to electing S corp status and leveraging mega Roth strategies, they lay out the playbook every young athlete—and their advisors—should follow.Here are some of the highlights:Mark emphasizes the similarities between athletes and entrepreneurs, highlighting the self-discipline required in both fields.Max notes that many college athletes become entrepreneurs, often owning their own businesses.The importance of treating NIL income as a business transaction, suggesting the formation of an LLC and potential S corporation election.Mark warns against signing NIL contracts in the athlete's name, suggesting the use of the LLC to protect the athlete's interests.Mark and Max explain the concept of the mega backdoor Roth IRA, allowing athletes to save up to $70,000 annually in a tax-advantaged account.The potential for athletes to save significant amounts in retirement accounts like the solo 401(k).Mark encourages athletes to seek professional advice from tax lawyers and financial advisors to make informed decisions about their income and investments Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Main Street Business Podcast, Mark J. Kohler welcomes Chris Van Dusen to unpack the biggest mistakes business owners make when trying to sell—and how to avoid them. From cleaning up your books to understanding your true enterprise value, this is your roadmap to a smarter exit.Here are some of the highlights:Mark and Chris explain the concept of enterprise value, differentiating it from lifestyle businesses.Chris emphasizes the importance of understanding the market and strategic fit for a business looking to sell.Mark and Chris discuss the significance of replacing oneself in a business to increase its value.Chris introduces the term EBITDA and its role in determining business profitability.Mark shares his experience with clients who decide to stay in their business after preparing it for sale.How multiple businesses can be combined to create a larger, more efficient entity.Discussion on the role of investment bankers in helping businesses prepare for sale.Chris advises being prepared for the emotional transition and having a plan for the next chapter. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Main Street Business Podcast, Mark J. Kohler welcomes real estate investor Hunter Thompson to uncover how to raise capital legally and effectively in today's skeptical, high-interest market. From 506(c) strategies to scaling with the fund-of-funds model, this is a must-listen for serious investors.Here are some of the highlights:Mark and Hunter underline the importance of having the right strategies and tactics to attract and retain investors in a competitive market.Hunter shares insights on the difficulties of raising capital, including the need for effective marketing and investor education.Mark Kohler and Hunter discuss the role of influencers and content creators in attracting and educating investors.The need for real estate investors to become more visible and active in the market to attract capital.Hunter explains the challenges of finding good deals in a competitive market and the importance of being prepared for market downturns.Mark lists the benefits of self-directed IRAs, including the ability to invest in real estate and the tax advantages.The challenges of navigating the regulatory landscape and the importance of staying compliant. The importance of staying informed and connected in the real estate investment community. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Join hosts Cameron and Anthony for a riveting conversation with Mark J. Kohler, a renowned tax attorney and CPA. This episode unpacks the intricacies of the tax code, offers practical strategies for both new and experienced real estate investors, and discusses the potential direction of tax policies under anticipated legislative changes. Mark Kohler provides a refreshing perspective on how understanding and utilizing tax laws can significantly enhance your wealth-building journey. Resources: Connect with Mark here Tax & Legal Advice for Small Business Owners | Mark J. Kohler Join the Infinite Wealth Study Group: https://www.facebook.com/share/g/qC3sAWg6PhHYpRAs/ Schedule your 15-minute call with Anthony or Cameron here: http://bit.ly/iwc15podcast Check our online course at www.InfiniteWealthCourse.com Buy Becoming Your Own Banker by R. Nelson Nash http://bit.ly/BYOBbookIWC
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen show how a tax extension can reduce stress, cut audit risk, and buy you time for smart tax moves. Get the facts on key deadlines, solo 401(k)s, and what to do now if you're behind.Here are some of the highlights:Mark emphasizes that filing an extension gives time to prepare better, including looking for additional write-offs.Mat clarifies that the IRS is unlikely to shut down and that savvy individuals are extending their tax returns.How rushing tax returns often leads to missed deductions, which can be avoided by extending the deadline.Mark and Mat discuss the six-month extension available for personal returns, extending the deadline to October 15.Mat mentions the need to file an extension for business returns if they haven't been done by March 15.Filing an extension incurs no penalty and is a simple one-page form.The penalty for failure to pay, which is a half-percent per month, and the larger penalty for failure to file.How filing an extension can reduce the chances of an audit, as the IRS assigns audits based on the order of returns received.Don't know how much you should pay when filing a tax extension? Find the answer here - https://markjkohler.com/how-much-should-i-send-in-with-my-extension/ Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
Mat Sorensen and Mark J. Kohler are back with another episode of the Directed IRA Podcast—this time answering the most frequently asked questions about self-directed IRAs. Mat, the CEO of Directed IRA, requested this episode himself because he's tired of hearing the same questions over and over(Cleary we're kidding). So, he and Mark are tackling them head-on in this special "Getting Started" series.Listeners will get clear answers on what they can invest in, what they should invest in, and the common mistakes to avoid. If you've ever wondered about real estate, private lending, startups, or alternative assets in your IRA, this episode is for you!Tune in to learn: ✅ What a self-directed IRA actually is ✅ The top 10 most common investment questions ✅ Key IRS restrictions to watch out for ✅ Why investing in what you know is the smartest strategyFor more expert insights, visit DirectedIRA.com.Learn how to take control of your retirement - https://directedira.com/Shop my products - https://shop.matsorensen.com/ Blog & Articles - https://matsorensen.com/blog/Connect with Mat online:Instagram: https://www.instagram.com/matsorensen/Facebook: https://www.facebook.com/mat.sorensen.1LinkedIn: https://www.linkedin.com/in/matsorensen/TikTok: https://www.tiktok.com/@sorensenmat YouTube: https://www.youtube.com/@MatSorensenWebsites:https://directedira.comhttps://matsorensen.comhttps://kkoslawyers.comhttps://mainstreetbusiness.com
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen dive into listener questions about tax and business planning. From maximizing deductions on rental properties to creative financing strategies for commercial real estate and smart ways to restructure an LLC, they address the biggest tax and business concerns entrepreneurs and investors face.Here are some of the highlights:Mark explains the benefits of short-term rentals, including accelerated depreciation and cash flow.Mark & Mat provide a detailed explanation of how short-term rentals can be grouped under the 469-4 election and the importance of material participation.The importance of understanding the long-term play when dealing with short-term rentals.A breakdown of various creative solutions like subleasing and seller financing to mitigate the financial burden.The potential of seller financing and the benefits of carrying the paper for a premium.The possibility of condominium conversion as a unique solution to increase a property's value.Mark & Mat discuss the potential pitfalls of borrowing against equity and the importance of generating income to pay debt service.The importance of keeping assets that have great cash flow or appreciation and the potential for 1031 exchanges. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen give you the blueprint for bulletproof asset protection. From LLCs to trusts to holding companies, find out the smart, cost-effective strategies that work without the extra fluff.Here are some of the highlights:Mark & Mat break down the biggest asset protection scams and how shady promoters convince people to buy unnecessary LLCs, trusts, and offshore entities.Mat discusses when you should separate your real estate properties into multiple LLCs vs. keeping them together in one—so you don't overcomplicate things. Mark reveals the truth about “anonymous LLCs” and how to use Wyoming holding companies for real privacy protection.How to build an asset protection plan that actually makes sense for your wealth level—so you don't spend money on pointless legal structures.How to avoid setting up LLCs that end up costing you more in taxes than they save you in protection.Why your asset protection structure must match your tax return—or it could get torn apart in an audit or lawsuit.When you should separate your real estate properties into multiple LLCs vs. keeping them together in one—so you don't overcomplicate things.How to legally minimize tax burdens while keeping your asset protection plan airtight. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen break down tax-saving strategies for RV owners in 2025! Whether you're a weekend warrior or a full-time traveler, learn how to turn your RV into a business asset, claim deductions, and keep more money in your pocket. Here are some of the highlights:Mark and Mat provide statistics on RV ownership, noting that 13% of US households own a recreational vehicle and 43 million Americans regularly go RVing.Mat discusses the concept of full-time RVers and the opportunities for work campers in RV parks.Mark explains the financial benefits of not selling one's home but renting it out as an Airbnb to cover RV expenses.How full-time RVers cannot write off their RV as a home but can write off a portion if it is used as a home office.Part-time RV owners should determine how many days a year they will use the RV and consider its potential business use.Mark points out that if an RV is 100% available for rent, it can be written off as a business asset.Mat highlights the flexibility of using an RV for both personal and business purposes, making it a versatile asset.The possibility of writing off mileage for business use when moving the RV for work. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Main Street Business Podcast, Mark J. Kohler sits down with music industry icon Wendy Starland to talk about the dark side of streaming services. Learn why & how artists are being shortchanged and how her new platform, Music Soul, is creating a fairer, brand-integrated ecosystem for musicians, fans, and businesses alike.Here are some of the highlights:Mark J. Kohler underlines the distinction between creating art and running a business, introducing Wendy Starland as a guest who has helped many artists, including Lady Gaga, launch their careers.Wendy Starland talks about her topic at the World Economic Forum, focusing on the exploitation of musicians and the need to change the industry dynamics.Mark and Wendy discuss the misconception that artists make significant money from music streaming, with Wendy explaining that artists earn less than $45,000 for a billion streams.Wendy explains the challenges artists face, including the competition within record labels and the lack of financial support for many artists.The challenges of monetizing free music, with Wendy explaining how artists have had to adapt to the new streaming model.Wendy introduces Music Soul, a new music streaming platform and marketplace designed to support artists and brands.How the platform aims to create an ecosystem where artists retain 70% of streaming and advertising revenue, significantly higher than current streaming platforms.Music Soul will offer various features, including streaming music, buying merchandise, attending concerts, and engaging with brands and charities.Learn more about Wendy Starland here! - https://www.wendystarland.com Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!
In this episode of the Main Street Business Podcast, Mark J. Kohler and Mat Sorensen explain FinCEN's BOI requirement and what it means for LLCs and corporations. With compliance deadlines approaching fast, they provide expert guidance on how to file properly and avoid costly fines.Here are some of the highlights:Mark and Mat discuss the recent developments, including the overturning of a previous injunction and the reinstatement of BOI enforcement by FinCEN.Mat provides the new deadline for filing the BOI in 2025.Mat details the information required for the BOI, including the name of the business, tax ID, EIN, and the names and home addresses of owners and those with substantial control.Importance of listing all owners, including those who own 25% or more and those with control through trusts or other entities.Context of the policy behind the BOI, aiming to prevent money laundering and other illegal activities by requiring transparency in business ownership.The process of filing the BOI through the FinCEN website or using their law firm's services, which can help simplify the process.Discussion on the exceptions to filing the BOI, including entities with more than 25 employees or $5 million in revenue.Mark and Mat strongly urge filing even if the entity has not been active, as non-use does not exempt the requirement. Grab my FREE Ultimate Tax Strategy Guide HERE! Are you ready to get certified in EVERY strategy I teach? Start your journey with a FREE 15-minute demo to explore the Main Street Tax Pro Certification. You don't want to miss this! Secure your tickets for the most significant tax & legal event of the year: Tax and Legal 360 Looking to connect with a rock star law firm? KKOS is only a click away! Check out our YOUTUBE Channel Here: https://www.youtube.com/markjkohler Craving more content? Check out my Instagram!