Tag: Taxes
Taxes & Tax Blind Spots (Ep. 37)

Taxes & Tax Blind Spots (Ep. 37)

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Laugh When the Market Crashes | The Retirement Tax Blind Spot with Terry Wheeler & Mike Saunders

It’s not just about what you make it’s about what you keep. In this episode of Laugh When the Market Crashes, host Terry Wheeler joins Mike Saunders to break down the massive tax blind spots that catch high-earning professionals and retirees off guard.

Discover why traditional tax preparation (reactively filling in forms during tax season) fails retirees, why a basic Roth conversion is only scratching the surface of tax strategy, and how a proactive, multi-generational tax plan can potentially save six to seven figures over your lifetime.

In This Episode, We Cover:

  • Reactive Filing vs. Proactive Planning: Why your CPA is too busy during tax season to build long-term wealth strategies—and why planning belongs in the fall.

  • The “Two Sets of Tax Codes”: How knowing advanced tax strategies transforms a financial planner from a portfolio expense into a high-return profit center.

  • Beyond the Standard Roth Conversion: Advanced methods, including discounted Roth conversion strategies and tax stacking to aggressively lower or eliminate conversion taxes.

  • Multi-Generational & Large IRA Strategies: Navigating Required Minimum Distributions (RMDs), the 10-year inherited IRA rule, and using charitable tax approaches to protect family wealth across generations.

  • The High-Income Payout Trap: Strategic moves (such as residency planning and structured deferrals) to legally mitigate massive state and federal tax bills on large lump sums.

Keep More of What You’ve Built Taxes are often the single largest fee you will pay in retirement. Don’t let Uncle Sam be an equal partner in your nest egg. Learn how our fully integrated financial and tax planning approach helps you retain wealth and step into retirement with confidence.

👉 Connect with our team: https://www.weareiadvisors.com

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#TaxPlanning #RetirementPlanning #WealthManagement #RothConversion #InheritedIRA #FinancialAdvisor #LaughWhenTheMarketCrashes #ProactiveTaxPlanning #TaxStrategy
How to make Money with Short Term Rentals (Ep. 35)

How to make Money with Short Term Rentals (Ep. 35)

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Laugh When the Market Crashes Podcast Episode 35

How to Turn Short-Term Rentals Into a Massive Tax Shield (Zero Tax Roth Strategy)

Are you tired of losing a massive chunk of your income to taxes? In this episode of Laugh When the Market Crashes, host Terry Wheeler is joined by real estate expert Olivia Barrett to reveal one of the most powerful “tax stacking” secrets in the financial world: The Short-Term Rental (STR) Strategy. We dive deep into how a single Airbnb or VRBO property can generate a six-figure tax write-off against your ordinary income in year one. Whether you are a high-earning physician or a business owner, these rules could change your entire financial trajectory.

In this episode, we cover: The 100-Hour Rule: How to qualify for these deductions without being a full-time real estate pro. Cost Segregation Analysis: The math behind getting a $200k+ write-off in Year 1. The Zero Tax Roth Conversion: How to use your rental depreciation to move your retirement funds into a Roth IRA—totally tax-free. Market Spotlights: Why Nevada City, Kings Beach (Tahoe), and the UC Davis Med Center area are the current “hot spots” for STR investors. The Exit Strategy: What “Swap Till You Drop” means and how to use 1031 exchanges to build a legacy.

 

Connect with Terry Wheeler at

www.weriaadvisors.com
Trump’s New Tax Law: The Big Beautiful Bill (Ep. 27)

Trump’s New Tax Law: The Big Beautiful Bill (Ep. 27)

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Navigate the 2025 tax season with confidence! This video breaks down the most impactful federal tax law changes for individuals and business owners under the new “One Big Beautiful Bill Act.” Discover how permanent lower tax brackets, a new senior deduction for Social Security, and a special deduction for tipped income could benefit you. Plus, business owners will learn about expanded QBI, boosted SALT deductions, and enhanced depreciation rules. Get practical tips to optimize your tax planning for 2025 and beyond!

Connect with Terry Wheeler: 

FEATURE
Inflation: The Silent Tax (Ep.5)

Inflation: The Silent Tax (Ep.5)

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Inflation has the same effect as taxes, and the US government knows this. They play a game with inflation to effectively tax people, and they do it in a way that relates to the national deficit.

Join host Terry Wheeler, CFP®, and Gabe Rodriguez, Investment Advisor at WE Alliance Wealth Advisors, Inc., as they delve into the impact of inflation on consumer purchasing power, the government’s influence on rising costs and currency value, and draw parallels between inflation and higher taxes.

Learn how you can combat the silent tax of inflation as Terry and Gabe explore:

  • Strategies for your investments including indexing and cryptocurrency 
  • The adoption of Bitcoin as a common currency in other countries
  • Bond alternatives such as an inflation-adjusted treasury  
  • Examples of inflation hedges like real estate, indexed bonds, and certain stocks
  • Reasons why inflation occurs and predictions for future retirees
  • And more

Resources:

Connect with Terry Wheeler: 

Connect with Gabe Rodriguez:

About Gabriel Rodriguez: 

Gabriel Rodriguez is a registered investment advisor representative. He holds a Bachelor of Arts degree in Economics from San Diego State University. Gabriel has become an integral part of the customer service relations team, focusing on day-to-day operations and back-end support for investors.

 

Terry Wheeler is an Investment Adviser Representative of WE Alliance Wealth Advisors, Inc., a SEC-registered investment adviser located in Roseville, CA.

 The information presented is for educational purposes only. No listener should assume that any discussions or information presented serves as the receipt of, or a substitute for, personalized advice from WE Alliance Wealth Advisors, Inc. or from any other investment professional and is not intended as an offer of solicitation for the sale or purchase of any specific securities, investments, or investment strategies. WE Alliance Wealth Advisors, Inc. is not a law firm or accounting firm, and no portion of this Podcast should be interpreted as legal, accounting, or tax advice. Information expressed does not take into account your specific situation or objectives and is not appropriate for every individual. Listeners are encouraged to seek advice from a qualified tax, legal, or investment adviser to determine whether any information presented may be suitable for their specific situation.