Welcome to “Laugh When The market Crashes” with Terry Wheeler, founder, and CEO of WE Alliance Wealth Advisors. In a world where choices abound, this podcast is your guide to help you unravel your unique complexities so you can enhance your financial portfolio and achieve personal fulfillment. Whether you’re a seasoned lawyer, a pioneering entrepreneur, a visionary CEO, or a distinguished medical professional, let Terry and his guests provide you with practical advice and actionable steps for a clearer perspective on the choices that matter most to you.

WE Money Talk
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Podcast Overview
Welcome to “Laugh When The market Crashes” with Terry Wheeler, founder, and CEO of WE Alliance Wealth Advisors. In a world where choices abound, this podcast is your guide to help you unravel your unique complexities so you can enhance your financial portfolio and achieve personal fulfillment. Whether you’re a seasoned lawyer, a pioneering entrepreneur, a visionary CEO, or a distinguished medical professional, let Terry and his guests provide you with practical advice and actionable steps for a clearer perspective on the choices that matter most to you.
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Publishing Since
2/22/2024
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Recent Episodes

May 11, 2026
How to make Money with Short Term Rentals (Ep. 35)
<p>Laugh When the Market Crashes Podcast Episode 35</p> <p>How to Turn Short-Term Rentals Into a Massive Tax Shield (Zero Tax Roth Strategy)</p> <p>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.</p> <p>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.</p> <p> </p> <p>Connect with Terry Wheeler at</p> <p>www.weriaadvisors.com</p>

May 1, 2026
Ai: Friend or Foe? (Ep. 34)
Terry Wheeler, J.D., CFP®, interviews industry experts on navigating AI's dual role in finance, revealing how to leverage its power while avoiding its pitfalls for enhanced portfolio returns and data security.

April 22, 2026
Understanding Risk In Investing (Ep. 33)
Host Terry Wheeler, J.D., CFP®, reveals ten critical investment risks, including behavioral and sequencing risks, to help listeners navigate market downturns with confidence.
35 total episodes available with 10 transcripts
Recent guests on WE Money Talk
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Terry Wheeler
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Zoey Wheeler
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Frequently asked questions
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- What is WE Money Talk?
- How often does this podcast release new episodes?
This podcast updates weekly.
- Where can I listen to this podcast?
This podcast is available on 8 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
- Does this podcast accept guests?
Yes, this podcast regularly features guests.
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