Podcasts about keep more

You may already have capital gains this year, but that does not always mean the tax bill is locked in. In this episode, Tiffany Phillips, CPA and Tax Strategist, breaks down how one client used tax-loss harvesting to offset $47,000 in capital gains before year-end. You'll learn how the 61-day wash-sale window works, why automatic reinvestments can create problems, and how specific-lot identification can change your tax savings. Tiffany also explains what happens when your losses are larger than your gains and how unused losses can carry forward. This is tax planning you have to do while the calendar is still open. If you have gains and investments sitting at a loss, this episode will show you what to review before December 31. Next Steps:

Your business can look successful and still be losing money. In this episode, Tiffany Phillips, CPA and Tax Strategist, breaks down the accounting and finance basics every business owner should understand. You'll learn what your income statement, balance sheet, and cash flow statement actually tell you, and why revenue is not the same as profit. Tiffany also explains cash versus accrual accounting, profit margins, break-even points, cash flow forecasting, and the numbers that can help you make smarter money decisions. You do not need to become an accountant. You just need enough business finance knowledge to understand what is really happening with your money. If you are tired of guessing whether your business is truly profitable, listen now. These numbers could change the way you run your business. Next Steps:

You may give thousands to charity every year and still get very little tax benefit. In this episode, Tiffany Phillips explains how a donor-advised fund can help business owners bunch several years of giving into one high-income year. You'll learn how this tax strategy may help you itemize, increase your tax savings, and continue supporting the same charities over time. Tiffany also explains why donating appreciated investments may be smarter than giving cash, how the new 2026 charitable rules affect your deduction, and the DAF mistakes you need to avoid. If giving is already part of your financial plan, better tax planning could help those same dollars work harder. Listen now before making your year-end charitable giving decisions. Next Steps:

Making more money should feel like a win. But once your income reaches the $200,000 range, several tax rules can start changing at almost the same time. In this episode, Tiffany explains five important tax thresholds that can affect business owners. You'll learn how NIIT, Medicare tax, self-employment tax, the QBI deduction, and tax brackets can change your final bill. You'll also see why different tax rules use different definitions of income. Most importantly, you'll learn why smart tax planning matters before year-end. Tiffany shares tax strategies involving retirement contributions, taxable income, and business structure that may help you protect more of what you earn. If your business income is approaching $200,000, this is one episode you want to hear before you file your next return.

What if your kids could earn real money from your business while helping you lower your tax bill? In this episode, Tiffany explains how hiring your kids for real, age-appropriate work can become a powerful tax strategy. You'll learn how reasonable wages can create tax savings for your business while giving your child earned income that may qualify for a Roth IRA. Tiffany walks through a family that paid two children $28,000 in total wages and shows why payroll, time sheets, job descriptions, and reasonable pay matter. You'll also learn why your business entity can change the payroll tax rules and how proper documentation helps keep the strategy compliant. This is not about putting your kids on fake payroll. It's about doing it correctly. If you own a business and have kids, this is one of those tax tips you'll want to hear now. Next Steps:

How much should you pay yourself from your S corporation? Get it wrong in either direction, and it could cost you. Pay yourself too little, and you may create an IRS red flag. Pay yourself too much, and you could waste thousands in payroll taxes. In this episode, Tiffany Phillips explains how reasonable compensation actually works. You will learn why there is no magic 40/60 rule, how to use market data to find a defensible salary, and why your salary should be reviewed as your business changes. You will also hear real examples of business owners who were paying themselves too little or too much, plus the documentation that can help protect your decision. These tax strategies can improve your tax planning, strengthen compliance, and create real tax savings. If you own an S corp, listen now before you run your final payrolls of the year. Next Steps:

A simple retirement plan could be costing you thousands in tax savings. In this episode of Small Business Finance, Tiffany Phillips, CPA and tax strategist, breaks down the 2026 math behind a SEP IRA vs. Solo 401(k). You'll see why the same business income can produce very different retirement contributions and tax deductions depending on the plan you choose. Learn how employee and employer contributions work, why a Solo 401(k) can reach the annual limit much faster, and when a SEP IRA may still make sense. Tiffany also covers Roth options, catch-up contributions, employees, S corporation wages, and important year-end deadlines. If year-end tax planning and tax reduction are priorities for your business, this is one comparison you should make before tax season. Listen now and find out whether your retirement plan is leaving money on the table.

Your tax bill is not decided when you file in April. Many of your best opportunities for tax savings happen before the year ends. In this episode, Tiffany Phillips, CPA and Tax Strategist, shares five Q4 tax planning moves business owners should review now. You'll learn why a tax projection comes first, how retirement planning can create more options, when timing income and business purchases may help, and why Accountable Plan reimbursements deserve a year-end review. Tiffany also explains estimated tax payments, safe harbor rules, Section 179, charitable bunching, and tax-loss harvesting. These are practical tax strategies designed to help you make smarter decisions before your options disappear. You still have time to take action, but the clock is running. Listen now and find out what should be on your year-end tax checklist. Next Steps:

Waiting until January to start tax planning could cost you valuable tax savings. In this episode, Tiffany shares five year-end tax strategies business owners should review before key deadlines pass. You'll learn why a tax projection should come first and how retirement contributions, equipment purchases, S corporation payroll, business expenses, and estimated payments can affect your final bill. Tiffany also explains why your bank balance is not your taxable profit. You'll discover which decisions may need to happen by December 31 and which payments can wait until later. These are practical business finance moves based on expenses and investments you already planned to make. Listen now before your best year-end options disappear. Next Steps:

Are you paying your company's bills with your own money? If you own an S corporation, your company may be able to pay or reimburse those costs without adding the money to your taxable wages. In this episode, Tiffany explains how an accountable plan works. You'll learn which expenses may qualify, including business mileage, phone service, travel, education, and a home office. You'll also discover what records to keep and why reimbursement deadlines matter. One business owner was personally paying about $24,000 in company expenses each year. A better system helped her company cover those costs correctly and could reduce unnecessary payroll taxes over time. This practical tax strategy can improve cash flow and support tax reduction, but you must follow the rules. Listen now before you pay another business expense from your personal account.

Could your business structure be costing you tens of thousands of dollars each year? In this episode, Tiffany explains how a consultant earning $1.5 million faced nearly $74,000 in self-employment and Medicare taxes. After modeling an S-Corp election and a reasonable salary, the gross employment-tax difference was about $50,000. You'll learn how S-Corps work, why owner salary matters, and which IRS rules you cannot ignore. Tiffany also covers QBI, payroll costs, state fees, and other details that can change your true savings. This is practical CPA advice for owners who want smarter tax planning, better business finance, and legal tax reduction. Before you file another Schedule C, listen now and find out whether your business structure needs a second look. Next Steps:

Health Savings Accounts are known for their powerful triple tax advantage. But an HSA is not the right choice for every business owner. In this episode, Tiffany explains five situations where an HSA could cost you more than it saves. You'll learn how high deductibles, regular medical bills, account fees, strict withdrawal rules, and unpredictable costs can weaken the benefits. You'll also discover when an HSA can support your tax strategies and long-term wealth planning. The best financial tool is one that fits your health needs, cash flow, and future goals. Before choosing an HSA for the tax savings, make sure you understand the full cost. Next Steps:

The money in your business bank account is not always yours to spend. In this episode, Tiffany shares how one business owner confused cash with profit—and nearly ran out of money after taking large owner draws. A hidden $68,500 tax bill and penalty left her business with a dangerously small cash cushion. You'll learn the three numbers every owner should track: total cash, committed cash, and truly available cash. Tiffany also explains how to build a tax reserve, update estimated tax payments, and review smart year-end moves. These practical tax planning and cash flow lessons can help you make better money decisions and protect your business finance. Before you transfer another dollar, listen to this episode. Your bank balance may be telling the wrong story. Next Steps:

Should you sell your rental property or leave it to your children? The answer could change your family's tax bill by six figures. Tiffany explains how a stepped-up basis may reduce capital gains taxes when a property is inherited. You'll learn why gifting property too soon—or adding a child to the deed—can create an unexpected tax problem. She also explains how a properly funded revocable living trust may help a property avoid probate while protecting important tax benefits. This episode breaks down the difference between equity and tax basis, why a date-of-death appraisal matters, and how to compare selling now with holding for your heirs. These tax strategies, tax planning, wealth planning, and major money decisions can shape what your family keeps. Listen before you sell, gift, or change a property deed. Next Steps:

One lawsuit could put more of your rental portfolio at risk than you think. An LLC alone may not be enough. In this episode, Tiffany explains the four layers of real estate asset protection: insurance, separate entities, privacy, and advanced legal planning. You'll learn the difference between a claim tied to a property and one that follows you personally. Tiffany also shares how better coverage and separate entities helped protect a client's six-property portfolio. These smart strategies can support your wealth planning, but every state has different rules. Your attorney, insurance advisor, lender, and tax professional must work together. Before another claim puts your properties at risk, listen and find the gaps in your plan. Next Steps:

Your rental properties may show big losses on paper, but that does not mean you can use those losses to lower your tax bill. The passive activity rules can keep them trapped for years. In this episode, Tiffany explains how Real Estate Professional Status works and why reaching 750 hours is not enough. You'll learn the two tests you must pass, how material participation works, and when grouping several properties may help. Tiffany also explains the special rules for married couples, real estate employees, and older suspended losses. These tax strategies could create major tax savings, but only when your hours, records, and tax planning support them. Listen now to learn whether this powerful tax strategy could work for you. Next Steps:

The QBI deduction can let qualifying business owners deduct up to 20% of their qualified business income. Now it is permanent—but that does not mean every owner will get the full benefit. In this episode, Tiffany explains the new 2026 income thresholds and why service businesses face tougher rules. You'll learn what happens when your income enters the phaseout range, how S corporations and owner pay affect QBI, and why a Roth conversion could shrink your deduction. You'll also discover why buying equipment or hiring workers just for a deduction can be a costly mistake. These practical tax tips will help you make smarter tax planning and money decisions before the year ends. Your QBI deduction may be changing while your business grows. Listen now so you can plan before it's too late.

One business owner used $270,000 in investment losses to reduce his federal tax by about $64,000 in the year he sold his company. But was it true tax savings—or simply a bill moved into the future? Tiffany explains how direct indexing and tax-loss harvesting can help offset capital gains while keeping a portfolio invested. You'll learn how lower cost basis, added fees, investment risk, and the wash-sale rules can change the final result. Listen now and learn where the opportunity—and the hidden tax trap—may be.

One business owner paid $21,600 a year for family health insurance. He thought he was getting the tax deduction—but a simple S corporation reporting mistake cost him about $7,000 a year. In this episode, Tiffany explains how the self-employed health insurance deduction really works. You'll learn why the rules change for sole proprietors, partners, and S corporation owners. You'll also discover three traps that can erase the deduction, including low earned income, access to an employer health plan, and missing W-2 reporting. These practical tax tips can help you improve your tax planning and avoid leaving valuable tax savings on the table. Tiffany also explains why this deduction lowers income tax but not self-employment tax. If you pay for your own health insurance, listen now—before another tax year slips away. Next Steps:

Is your S corp salary putting your business at risk? Many owners pay themselves a small wage and take the rest as distributions. That may cut payroll taxes, but it can also raise an IRS red flag. Tiffany explains how the IRS decides whether your salary is reasonable. You'll learn why the popular 60/40 rule is a myth, what happens when distributions are treated as wages, and how market data can protect you. She also shares three ways to calculate your salary and the records you should keep. These practical tax strategies and tax planning steps can help you lower risk without giving up legal tax savings. Before you run your next payroll, learn how to choose—and prove—the right salary. Listen now before a surprise IRS letter forces you to learn the hard way. Next Steps:

Why do wealthy people often pay less in taxes? It is not always because they earn less. It is because they own assets and use the tax code differently. In this episode, Tiffany explains how business owners and investors use appreciation, borrowing, depreciation, cost segregation, and step-up in basis to protect and build wealth. You will hear real examples of people who accessed cash, lowered taxable income, and planned for future wealth transfers without relying on illegal loopholes. You will also learn why strong tax planning starts long before tax season—and how stacking several legal tax strategies can create a much bigger result. This episode offers practical CPA advice for business owners who want better tax savings, smarter wealth planning, and a stronger long-term tax strategy. Listen now and learn why keeping more starts with owning differently.

Your September 15 estimated tax payment may be much larger than it needs to be. In this episode, Tiffany explains four tax strategies that can help business owners protect their cash flow and avoid costly underpayment penalties. You'll learn how the IRS safe harbor rule works, why S corporation withholding can help correct missed payments, and how seasonal businesses can use the annualized income method. You'll also discover how retirement contributions and properly timed equipment purchases may lower the income used to calculate your estimated taxes. Estimated payments should match how your business actually earns money. They should not force you to drain your cash when you need it most. Listen now—because there may still be time to reduce your September tax check. Next Steps:

Many business owners work for years to build wealth but leave it exposed without realizing it. In this episode, Tiffany explains how a holding company can help protect cash, equipment, real estate, and other valuable assets from business liability. You'll learn when this strategy makes sense, how it works, common mistakes that can destroy its protection, and where tax planning opportunities may exist depending on your entity structure. Next Steps:

Think a cost segregation study automatically saves you thousands in taxes? Not so fast. In this episode, Tiffany Phillips, CPA, explains how cost segregation really works, who benefits most, and why a large deduction doesn't always mean immediate tax savings. You'll learn how tax strategies, passive activity rules, bonus depreciation, and timing all affect your results. Tiffany also shares when she actually tells clients not to order a cost segregation study—and why that's often the smarter business finance decision. If you own rental property or commercial real estate, this episode will help you avoid expensive mistakes and make better tax planning decisions with confidence. Listen now before you spend thousands on a strategy that may not fit your situation.   Next Steps:

Many homeowners and real estate investors pay more in property taxes than they should. A missing exemption, incorrect property record, inflated assessment, or ownership change could cost you hundreds—or even thousands—of dollars. In this episode, Tiffany shares six legal tax strategies that may help you lower, freeze, defer, or challenge your property taxes. You'll learn how to check your homestead exemption, find errors in your property record, prepare a strong assessment appeal, and avoid costly mistakes involving LLCs, trusts, and property classifications. You'll also learn why deadlines matter and how a simple ten-minute review could improve your cash flow and support your larger tax planning goals. Before you pay your next property tax bill, listen to this episode and check the record behind the number.   Next Steps:

Business owners hear it all the time: "Just buy it. It's a tax write-off." But that's not how smart tax planning works. In this episode, Tiffany Phillips, CPA, breaks down the biggest myths about tax deductions under the new tax law and explains how bonus depreciation, Section 179, QBI, business debt, and estimated taxes work together. You'll learn why buying equipment just to save taxes can actually cost you more, how to make better money decisions, and why great tax strategies look at your whole business—not just one deduction. If you want practical CPA advice that helps you keep more of what you earn, this episode is for you. Don't make an expensive tax mistake because of a headline. Listen now and learn how to build a smarter tax strategy before year-end. Next Steps:

If you recently started an LLC, this episode is for you. Many business owners think filing the paperwork is enough—but that's just the beginning. Tiffany Phillips, CPA, explains the five biggest LLC mistakes that can lead to higher taxes, lost deductions, missed deadlines, and weaker liability protection. You'll learn how to separate business and personal finances, understand how your LLC is taxed, stay compliant, structure property purchases correctly, and document business expenses the right way. These tax tips, tax planning, and business strategy insights can help you avoid expensive mistakes before they happen. Small changes today can save you money and headaches later. Listen now and learn how to build an LLC that works for you—not against you.   Next Steps:

Think every repair on your rental property is tax deductible? Not so fast. In this episode, Tiffany explains one of the biggest tax mistakes rental property owners make: confusing repairs with capital improvements. Learn how the IRS decides what you can deduct today and what must be depreciated over time. You'll also discover why good documentation matters, how safe harbor rules work, and simple tax planning strategies that could improve your tax savings. If you own rental property, these tax tips can help you avoid costly mistakes, improve cash flow, and make smarter tax strategy decisions before your next renovation. Don't wait until tax season to find out you got it wrong. Listen now and learn how to keep more of your money. Next Steps:

Your bookkeeping may look organized, but are the numbers actually correct? In this episode, Tiffany explains why every business owner should reconcile bank and credit card accounts each month. You'll learn how reconciliation catches missing income, lost deductions, duplicate charges, fraud, and other costly errors. You'll also discover why accounting software cannot replace human review—and how bad bookkeeping can lead to the wrong tax bill, unreliable financial reports, and poor business decisions. This simple monthly finance routine can improve your accounting and bookkeeping, protect your tax preparation, and give you numbers you can trust. Do not wait until tax season to discover that your books are wrong. Listen now and learn how one monthly habit can protect your money and your business. NEXT STEPS

Think a luxury SUV is always a bad financial decision? Think again. In this episode, Tiffany Phillips, CPA, explains how the IRS heavy vehicle rules can dramatically reduce the real cost of certain business vehicles. You'll learn how the 6,000-pound rule works, when Section 179 and bonus depreciation apply, how business use affects your deduction, and why buying the "cheaper" SUV can sometimes cost you more. Tiffany also covers financing, leasing vs. buying, documentation, depreciation recapture, and common mistakes that can reduce your tax savings. If you're a business owner planning to purchase a vehicle, these tax strategies could save you thousands while helping you make smarter business finance decisions. Listen now before you sign your next vehicle purchase. You could keep far more of your money. Next Steps:

Most business owners work hard to build wealth—but many pay far more in taxes than they need to. In this episode, Tiffany explains the powerful Buy, Borrow, Die strategy and how it can help high earners build wealth while reducing taxes legally. You'll learn how tax planning, short-term rentals, cost segregation, bonus depreciation, and borrowing against assets can work together to create long-term financial growth. You'll also discover how today's tax rules may help protect wealth for future generations. If you want practical CPA advice, smarter tax strategies, and better wealth planning, this episode is packed with ideas you won't want to miss. Listen now and learn how to keep more of what you earn.

Questions? Thoughts? Send a Text to The Optometry Money Podcast! We'll answer your question on the show.Episode SummaryIt's July — half the year is gone, but you still have half a year to make an impact on your tax result. That makes right now the ideal time to sit back and ask: where do things actually stand?In this episode, Evon walks through four questions every optometrist should be asking as a mid-year tax check-in. This is the same work Evon's team is doing this time of year for practice-owner clients — projecting out the practice's profit and loss and running initial tax projections while there's still time to act. The goal is simple: fewer April surprises, and a clear view of the opportunities still on the table before the year closes.What You'll LearnFour tax planning questions you and your professional team should be asking this time of yearWhere your income is likely to land this year — and why type of income matters as much as amountHow to tell whether you're paying enough as you go (and avoiding under-withholding penalties)The AGI and taxable-income thresholds that phase you in and out of key credits, deductions, and extra taxesWhich tax planning levers you can still pull with half a year left — and their deadlinesKey Takeaways for OptometristsGood tax planning starts early and proactively — not in April when the bill is already due. The four questions to work through with your professional team: Where will my income land this year? Am I paying enough as I go? Am I near a threshold that changes things? And what levers do I still have to pull?The thresholds are where the real opportunities hide. Your AGI drives eligibility for the child tax credit, Roth IRA contributions, the higher state and local tax deduction cap, ACA premium tax credits, and your student loan payments if you're on an income-driven plan. Your taxable income drives your marginal rate and your QBI deduction. When several of these phase out together at higher income levels, a well-timed deduction or deferral can be worth far more than your marginal rate alone would suggest.The two biggest levers for practice owners tend to be retirement plan contributions and depreciation. But don't buy equipment just for the write-off — you're spending a full dollar to save thirty cents. Invest in the practice because there's a return on it, then decide how to handle the depreciation. And remember that some levers have a hard December 31 deadline while others (like 401(k) contributions or a cost segregation study) run to your tax filing deadline.Resources for OptometristsEp 159: How to Stop Scrambling at Tax Time – An Optometrist's Guide to Quarterly Tax PaymentsEp 153: How to Invest Tax-Efficiently and Keep More of Your Returns (After-tax)Ep 148: Profit Sharing Demystified – How Optometry Practice Owners Can Maximize Their 401(k) with Matt RuttenbergEp 51: An Optometrist's Guide to the Qualified Business Income DeductionEp 47: An Optometrist's Guide to How Taxes WorkEp 37: Tax Planning For Charitable GivingWant a more proactive approach to your planning?You can schedule a no-commitment introductory call to discuss what's on your mind financially and learn how we help optometrists navigate those same decisions nationwide.

Most business owners think tax season ends after they file their return. But that's when many of the biggest opportunities get missed. In this episode, Tiffany Phillips, CPA, shares seven powerful tax strategies that could help business owners keep more of what they earn. You'll learn about the Augusta Rule, heavy vehicle deductions, S-Corp health insurance, home office deductions, Solo 401(k)s, business meals, and education expenses. These aren't loopholes—they're legitimate tax planning opportunities many business owners never hear about. If you want practical CPA advice that goes beyond filing a return and helps you build long-term tax savings, this episode is for you. Listen now and find out whether you're paying more tax than you need to.

If you own a home, you may be paying far more in property taxes than you have to. In this episode, Tiffany explains seven legal forms that can lower, freeze, or even eliminate your property tax bill. You'll learn about homestead exemptions, senior freezes, appraisal protests, disabled veteran benefits, and other tax strategies that many homeowners never use. She also shares common mistakes that cost people thousands of dollars every year and explains the deadlines that matter most. This episode delivers practical tax tips, tax planning, and tax reduction strategies that can help you keep more of your money. Don't assume your county will tell you what's available. They won't. Listen now and make sure you're not leaving money on the table. Next Steps:

If you own an LLC, this episode could save you thousands of dollars. Learn the right way to pay yourself, when owner's draws make sense, and when an S-corp election may reduce your taxes. Tiffany explains these rules in plain English so you can avoid expensive mistakes and make smarter tax planning decisions. You'll also learn how tax strategies, business finance, and tax savings work together to help you keep more of what you earn. Whether you're just starting your business or already making six figures, this episode will help you build a better financial plan. Listen now before another tax year passes with money left on the table. Next Steps:

This episode explains one of the biggest tax strategies available to real estate investors: cost segregation. Learn how one investor increased a $25,000 deduction to more than $221,000 in the first year and why that created nearly $47,000 in tax savings. Tiffany also explains who benefits most, how tax planning changes the outcome, and why passive activity rules matter before moving forward. You'll hear when a study makes sense, how catch-up depreciation works for older properties, and what changed with 100% bonus depreciation. If you own investment property or plan to buy one, this episode could change how you think about business finance forever. Listen now before making your next real estate decision. Next Steps:

Most business owners hear about when to elect S-Corp status—but almost nobody talks about when it becomes an expensive mistake. In this episode, Tiffany Phillips explains when an S-Corp election can actually cost you more in taxes, penalties, payroll, and compliance than it saves. Learn how tax planning, tax strategies, and the right compensation plan can protect your business from costly IRS mistakes. You'll also discover the truth about reasonable compensation, QBI deductions, state tax traps, and common filing errors that trigger audits. If you've already elected S-Corp status—or you're thinking about it—this episode could save you thousands. Listen now before your next tax decision costs more than you realize. Next Steps:

Think your business travel isn't fully deductible? Think again. In this episode, Tiffany Phillips, CPA, explains the tax strategies behind business travel that many accountants overlook. Learn how to maximize tax savings with meals, mileage, per diem rates, international travel rules, spouse travel, and proper documentation. Tiffany breaks down the IRS rules in plain English and shares real examples of business owners who missed thousands in legal deductions because their CPA didn't ask the right questions. If you travel for conferences, client meetings, property tours, or supplier visits, this episode will help you keep more of what you earn while staying compliant. You'll also discover simple systems that make your deductions audit-ready. Don't leave money on the table—listen now and start making every business trip work harder for your business.

What separates investors who scale from those who stay stuck? In this episode of the Abundance Mindset Podcast (Abundance Thursdays), Vinney Chopra and co-host Gualter Amarelo break down one wealth-building principle that's behind every deal Vinney has ever closed: accept what can't be changed — then create an advantage.   Vinney walks through the real numbers on his Columbus, Ohio hotel: bought for around $11M, undergoing a $25M renovation, converting from a Hilton into a full-service Marriott, and expanding from 195 doors to 230 keys — with a projected exit near $70M. You'll also hear how he turned 1,000 unused lockers into revenue-producing meeting rooms, refinanced his way out of a variable-rate apartment deal in Knoxville, and survived the COVID gut-punch when occupancy on a brand-new hotel fell from 87.5% to 25% overnight.   If you're a real estate investor, capital raiser, or aspiring syndicator trying to build wealth in a high interest rate environment, this conversation is a masterclass in solution-focused thinking. As Vinney says: whenever there's a big wall, there's always a window somewhere — you've got to find the window.   ⏱️ TIMESTAMPS 00:00 – "There's Always a Window": The Mindset Behind Every Deal 00:35 – The Columbus Hotel: A $25M Renovation Into a Full-Service Marriott 01:20 – Accept What Can't Be Changed → 195 Doors Become 230 Keys 02:15 – Estimating a $70M Exit (+ Accredited Investor Disclaimer) 03:00 – What a 506(c) Offering Actually Means for You 03:40 – 1,000 Lockers Into Meeting Rooms: Finding Hidden Revenue 04:25 – The Knoxville Apartment & the Variable-Rate Problem 05:00 – Refinancing the Wall Into a Window 06:00 – Why a HIGH Interest Rate Market Works in Your Favor 07:50 – The Hilton-to-Marriott Flag Change & Marriott "War Rooms" 08:40 – Control the Controllables 09:10 – The Banker Call That Saved $60K Now + $60K Every Year 11:00 – The Exit Plan: Sell, Go Passive, Manage the Managers 13:50 – Hospitality Roars Back + the New Tampa Acquisition 15:00 – Finding an Operator Who Isn't Stretched Too Thin 16:00 – No Capital or No Experience? Partner & Create an Advantage 18:30 – The COVID Gut-Punch: A Hotel Bought December 31, 2019 19:20 – From 25% Occupancy to a $6M → $12M Win 20:30 – Build a Mind That Hunts for Solutions 21:20 – FREE Books & Resources (the "Keep More" Tax Guide) 23:00 – Vinney's Closing Message  

 In this episode, I break down the real difference between a compliance CPA and a tax strategist, and why that gap could be costing your business six figures a year. We cover three real case studies of business owners who lost tens of thousands of dollars because their CPA did the bare minimum, the three pillars that separate a preparer from a strategist, and the exact questions you should ask to find out if you're getting strategy or just compliance. If you're a business owner or real estate investor who's tired of vague tax advice, this one's for you. Next Steps:

Questions? Thoughts? Send a Text to The Optometry Money Podcast! We'll answer your question on the show.Episode SummaryThe largest IPO in history is here. SpaceX goes public this week with an expected total value of $1.77 trillion, and OpenAI and Anthropic have both announced plans to go public this year at valuations around $1 trillion each. In optometry forums and online communities everywhere, ODs are asking the same question: should I get in?In this episode, we look at 45 years of data and research on how IPOs have actually performed for investors - and then dig into the question that matters more for most listeners: how index funds and other passive funds will add these mega IPOs to their portfolios, and what that means for you.Have questions about your own investment approach? Reach out at podcast@optometrywealth.com.What You'll LearnWhat an IPO is and why 2026's IPOs are historic in sizeHow IPOs have historically performed compared to the broad US stock marketWhy the famous "first-day pop" doesn't benefit everyday investorsThe distribution of individual IPO outcomes over 3 and 5 years — and why most lose moneyWhy periods of peak IPO hype tend to be followed by the worst returnsHow the S&P 500, Russell, CRSP, and MSCI indexes decide when (and how much of) an IPO to includeWhat "float adjustment" means and why these trillion-dollar companies will enter index funds as tiny sliversHow the Nasdaq-100's approach to IPOs differs from broad market indexesWhether index fund "front-running" around IPO inclusions should worry long-term investorsHow factor-based funds like Dimensional handle newly public companiesKey Takeaways for OptometristsInvesting in IPOs right after they go public has historically been a poor strategy. IPOs as a group have trailed the broad market, and when you look at individual companies, roughly 60% lost money over their first three to five years - while a small sliver delivered lottery-like gains that lift the averages. Betting on IPOs means betting you can pick those rare winners.For index fund investors, these mega IPOs will eventually show up in your funds - but because indexes are float-adjusted, even a $1.77 trillion company may enter as a fraction of a percent of the index. The impact on your portfolio, good or bad, is small.The bigger lesson: when hype is at its highest, expected returns tend to be at their lowest. Staying broadly diversified, keeping costs low, and not chasing shiny objects continues to be the prudent approach - and if you do want a lottery ticket, be honest about what it is and size it accordingly.Related Episodes:Ep 134: The Case for Index Funds – Why Optometrists Should Embrace Passive InvestingEp 135: Beyond Indexing – An Optometrist's Guide to Factor-Based InvestingEp 58: Investing Fundamentals – Understanding Stocks, Bonds, Mutual Funds, and ETFsEp 153: How to Invest Tax-Efficiently and Keep More of Your Returns (After-tax)Resources for OptometristsLoughran & Ritter (1995), "The New Issues Puzzle" — Journal of FinanceDimensional Fund Advisors (2019), "What to Know About IPOs" research studyDimensional Fund Advisors 2025 video: Do IPOs Have a Place in Your Portfolio?Jay Ritter's Long-Run Returns on IPOs (University of Florida)2025: Primary Capital Market Transactions and Index FundsCullen Roche's Article: Three Things – 100s, SpaceX, & IndexingWant a more proactive approach to your planning?You can schedule a no-commitment introductory call to discuss what's on your mind financially and learn how we help optometrists navigate those same decisions nationwide.

Questions? Thoughts? Send a Text to The Optometry Money Podcast! We'll answer your question on the show.Episode SummaryWith the stock market trading near all-time highs again, it's natural to wonder — should you be worried? Is a crash inevitable? Should you hold off on investing?In this rewind of one of our most popular 2024 episodes, we dig into what history actually tells us about all-time highs in the stock market — and why optometrists should stay the course with the long-term investment plan they've already built.What You'll LearnHow common all-time highs actually are historicallyAverage S&P 500 returns one, three, and five years after record highsHow often significant market corrections follow all-time highsWhy declines are a normal and expected part of long-term investingWhat optometrists should focus on instead of market noiseKey Takeaways for OptometristsAll-time highs sound alarming — but history says otherwise. Since 1950, the S&P 500 has hit roughly 1,250 all-time highs, averaging about 16 per year. Research from Dimensional Fund Advisors shows that average returns one, three, and five years after record highs are nearly identical to returns after any other given month. And data from RBC Global Asset Management found that only 9% of all-time highs were followed by a 10%+ decline within one year — with that number dropping to 0% over a five-year window.None of this means declines don't happen — they do, and they're a normal part of investing. But for long-term investors, the focus belongs on the things within your control: your savings rate, your practice, your career, and maintaining the right investment mix for your goals. The headlines will always find a reason to worry. Your job is to tune them out and stay invested.Resources for OptometristsPodcast Ep 153: How to Invest Tax-Efficiently and Keep More of Your Returns (After-tax)Podcast Ep 140: What Most Investors Get Wrong About Dividend InvestingDFA: Why A Stock Peak Isn't A CliffRBC GAM: Investing at All-Time HighsHave a question for a future episode? Email: podcast@optometrywealth.comWant a more proactive approach to your planning? Let's schedule a call.You can schedule a no-commitment introductory call to discuss what's on your mind financially and learn how we help optometrists navigate those same decisions nationwide.

How to Keep More of Your MoneyTax Planning & the Annual Wealth Review for Business OwnersFor experienced business owners, keeping more of your money isn't about last‑minute tax decisions, it's about having a clear annual review process that connects your business, personal wealth, and long‑term plans.In this episode, we discuss how business owners approach tax planning as part of an annual wealth and tax review, rather than a one‑time filing exercise. This is the type of review many established business owners use to ensure their structures, cash flow, and planning remain aligned as their wealth grows.We cover:How business owners think about tax planning across the yearReviewing business income in the context of total personal wealthCompensation structure, corporate cash, and retained earningsWhy where your wealth is held matters over timeEstate and succession considerations that protect flexibilityHow an annual tax and wealth checklist helps create consistencyThis conversation is designed for business owners who already have advisors and want a practical, repeatable way to review their financial picture each year without overcomplicating it.Free Annual Tax & Wealth Review Checklist for Business OwnersWe've created a Free Annual Tax & Wealth Review Checklist based on the framework discussed in this episode.To receive the checklist:

Keep More of Your Money in 2026: Insider Tax Strategies From Your Mortgage Pro & Your CPA by Jo Garner

Katie and Kyle enter the virtual bunker to break down TRG's latest battle, and the results are shocking. The "War Room" simulation is complete, and it was a massacre: TRG 4 ("Win More, Keep More") obliterated Kismet's AI system ("Counterpunch") by over $4,400 across 3,000 tables.We analyze the data to find out why the robot failed in an 8-Deck/Hit Soft 17 environment and why playing it safe is actually the most expensive strategy you can have.Also in this audit:The Atlantis Field Report: Espresso King exposes the "Hidden Hourly Rate" behind a "free" room in the Bahamas.The Plaza Value Play: Why TRG is choosing Downtown suites over Strip nosebleeds for WrestleMania.The engine is stable, and the logic is verified. Welcome to The Advantage Playback.

Does "playing it safe" actually kill your bankroll?In this episode, we open the War Room to answer a critical mathematical question: If we tighten our "Stop Loss" to save money, does it improve our bottom line? TRG ran 300 AI-verified simulations of the TRG 4: Win More, Keep More system to find out. The results were catastrophic. We break down the "Suffocation Effect" and explain why your variance needs oxygen to survive.Plus, the "Black Spot on the Sun." TRG gets raw about the "Corporate Morality Police" (Linktree, Google, and Big Tech) trying to de-platform the show, and why he almost pulled the plug on everything.IN THIS EPISODE:The Rant: The hypocrisy of the "Vice Flag" and why we refuse to let the algorithms stop the signal.The War Room: The data proves it—tightening your negative exit from -8 to -6 destroys your recovery curve.Travel Audit (AC 2025): A 4-year update on the Atlantic City leaderboard. Who is the new King of the Coast: Ocean, Borgata, or Hard Rock?Questions My Sons Ask: Is your Casino Host ghosting you? The difference between "Expedia Speed" and "Host Value."The Lounge: We talk to a literal Rocket Scientist (John Silva) about his new app, Craps Dice Control Trainer, and how to use physics to analyze your throw.LINKS & RESOURCES:The App: Email john@insanelycoolsoftware.com (tell him TRG sent you for a promo code).The Squad: casinokombat.com/chipSupport: If you or someone you know has a gambling problem, call 1-800-GAMBLER.© 2025 Volcanic Dingo, LLC. All Rights Reserved. The House owns the math; we own the transaction.

The Ramblin Gambler answers a question about his changing style of play in a questions my sons ask segment (12:16). Then during a Moment of Casino Wisdom, he shows how 2 Wisdoms can be combined to create another source of casino revenue (26:58). As part of a Core Koncepts segment, TRG explains the 4 chip magic that is the start ofTRG4, Win More, Keep More (42:14), before retiring to the Virtual VIP Lounge for some sips, an out take from his interview on Good JuJu Bets and a story to demonstrate that he has not been beating the house for 40 years (51:08).

In this episode, Dr. Peter Kim talks about one of the biggest expenses physicians face—taxes—and how many are unknowingly overpaying. He shares practical, legal strategies to help you keep more of your income, including tips on retirement accounts, real estate, side hustles, and charitable giving. Whether you're new to tax planning or ready to take things to the next level, this episode will help you think smarter and act more strategically when it comes to your finances. Tune in! Want to Keep More of Your Hard-Earned Money? Download The Physician's Ultimate Tax-Saving Checklist—a simple, actionable guide designed specifically for high-earning physicians. Inside, you'll find powerful, legal strategies to reduce your tax bill, from retirement planning to real estate and beyond. Download the Guide Now! Are you looking for a community to encourage you as you begin, or want to accelerate your business to the next level? Then join thousands of physicians who share the same journey of creating their ideal lives through multiple streams of income by joining us in our Facebook communities such as Passive Income Docs and Passive Income MD. Like what you heard? Subscribe and Rate Us!

#525 In this episode of the podcast, I chat with Chris Britton, a talented photographer and father who juggles family life with his passion for capturing moments. Chris beautifully articulates the balance between creative freedom and client expectations, the importance of being present, and overcoming social media pressures.THE BIG IDEASBalance Creativity and Client Desires: Blend your artistic vision with client needs to create compelling images that satisfy both parties. Be Present in the Moment: Stay engaged and mindful during shoots to capture authentic, meaningful photographs. Overcome Social Media Pressure: Focus on personal growth and expression rather than social media metrics like likes and shares. Embrace Imperfection: Accept noise and other imperfections as part of the creative process, enhancing your willingness to experiment.PHOTOGRAPHY ACTION PLANStay Present in Your Shoots: Turn off notifications during photo sessions to minimize distractions. Take a moment to breathe and observe your surroundings before pressing the shutter.Experiment with Light and Color: Use natural window light to explore different moods and effects. Try adding warm tones in Lightroom by adjusting the color temperature or using split toning.Blend Creativity and Practicality: Plan a family photoshoot with a mix of candid and posed shots to practice balancing client and personal creativity. Set specific creative goals for each shoot, such as trying new compositions or lighting setups.Improve Your Technical Skills: Spend time learning to control shutter speed and aperture to tell clearer stories. Experiment with different ISO settings to find the balance between reducing noise and maintaining image quality.Enhance Your Post-Processing Consistency: Calibrate your monitor using built-in tools or a dedicated calibration device to ensure color accuracy. Create a preset in Lightroom that matches your preferred style for easy and consistent editing.RESOURCES:Follow Chris Britton on Instagram - https://www.instagram.com/iamchrisbritton/ Grab your free 52 Lightroom Presets athttp://freephotographypresets.com/ Build Your Dream Photography Business and Keep More of the Money You Earn with CloudSpot Studio.And get my Wedding and Portrait Contract and Questionnaires, at no cost!Sign up now at http://deliverphotos.com/Connect with the Beginner Photography Podcast! Join the free Beginner Photography Podcast Community at https://beginnerphotopod.com/group Send in your Photo Questions to get answered on the show - https://beginnerphotopod.com/qa Grab your free camera setting cheatsheet - https://perfectcamerasettings.com/ Thanks for listening & keep shooting!