

The Three Wealth Killers Every Real Estate Investor Must Avoid
Ready to save $10k-$50k in taxes this year? Book a call here:
► https://taxstrategy365.com/pod-app
In this episode from the ATL Real Estate Conference, I share how I went from failing senior year math to becoming the youngest CPA in Illinois. I walk through the tax strategies I use with real estate investors, like cost segregation, depreciation, and how to take advantage of the short-term rental loophole. I also talk about mindset, making smart investment decisions, and avoiding common tax mistakes. Throughout the session, I share real examples and lessons from my own journey and client experiences.
Timestamps:
00:00:00 Intro
00:00:30 Writing your own story & becoming a CPA after failing math
00:01:45 Lessons from working at a pizza place
00:03:00 Working at Deloitte & shifting focus to helping everyday investors
00:04:05 First property purchase story and seller concessions
00:05:01 Psychology of loss and walking away from a Deloitte bonus
00:06:32 What you stand to gain vs. lose
00:07:13 Three biggest killers of wealth: taxes, inflation, indecision
00:08:21 Commonly missed tax deductions
00:09:26 Power of depreciation explained
00:10:52 Boosting cash-on-cash returns with cost segregation
00:12:33 Using losses to offset income from other sources
00:13:29 Personal tax return breakdown and tax strategy
00:15:13 Short-term rental loophole & qualifying tests
00:17:33 Real-life client success example
00:20:11 Net worth assessment and investing strategies by stage
00:22:40 Live-in flip and tax-free gains strategy
00:25:03 Rules for converting primary to rental
00:26:24 Cash-out refi vs. selling appreciated properties
00:27:00 Seller financing explained with real examples
00:30:46 Income shifting and Roth IRA strategy for kids
00:32:20 Never hold rentals in a corporation
00:32:50 The "Catch Me If You Can" mentorship analogy
00:33:53 Closing remarks
Want me to answer your real estate questions? Come to my next Ask Me Anything Q&A:
► https://taxstrategy365.com/pod-ama
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*None of this is meant to be specific investment advice, it's for entertainment purposes only.