#485: I Let AI Analyze a Rental Deal… It Missed This!
Real Estate Investing with Coach Carson
Release Date: 04/27/2026
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Real Estate Investing with Coach Carson
⭐ Get my coaching & community to achieve financial freedom: ⚒️ Get my best investor tools for FREE: ▶️ Next Episode: How to Become Financially Free with 5 Small & Simple Rentals Apple: Spotify: -------------------------- 🎬 Topics Covered: (0:00) - Think Deals Are Impossible? Think AGAIN (0:51) - Why Sellers Choose Your Offer (4:45) - Chad's Off-Market Playbook (9:17) - How to Get Seller Financing (Without Asking) (15:37) - The No-Money Ownership Strategy (19:47) - The Formula to Analyze any Deal (25:30) - The 5-Rental Freedom Plan ...
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#496: 36 Years of Real Estate: What Still Works in Any Market Cycle
Real Estate Investing with Coach Carson
⭐ Get my coaching & community to achieve financial freedom: ⚒️ Get my best investor tools for FREE: ▶️ Next Episode: STOP Following This Real Estate Advice! Apple: Spotify: -------------------------- 🎬 Topics Covered: (0:00) - Is today's real estate market different from 30 years ago? (1:25) - What 16% interest rates were actually like in 1990 (4:47) - The old-school financing tricks investors forgot (14:10) - Was the early ’90s crash actually worse than 2008? (21:25) - Why Vena bought more rentals when everyone else was panicking (28:40) -...
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Real Estate Investing with Coach Carson
⭐ Get my coaching & community to achieve financial freedom → ⚒️Get my best investor tools for FREE → ▶️Next Episode: How to Become Financially Free with 5 Small & Simple Rentals Apple: Spotify: -------------------------- 🎬 Topics Covered: (0:00) - Is Putting 40% Down Actually Smarter? (1:03) - Why Interest Rates Change Everything Right Now (2:05) - Why “Boring” Rentals Still Win (6:00) - When Leverage Helps… and When It Hurts (8:27) - The Smarter Way to Compare Deals and Financing (9:22) - The Hidden Problems That Can...
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#494: Why Selling Your Rental At A Loss Beats Holding It
Real Estate Investing with Coach Carson
📃 Get a Landlord Quote with Steadily → ⭐ Get my coaching & community to achieve financial freedom → ▶️Next Episode: How Much Tax Will You Owe Selling a Rental? (Real Numbers Inside) -------------------------- 🎬 Topics Covered: (0:00) - Story 1: The Rental I Should’ve Sold Years Earlier (5:25) - How to Prevent a Devastating Loss (6:10) - Story 2: This 5-Unit Was Bleeding Money. Should He Sell? (10:59) - Story 3: This “Turnkey” Became a Nightmare (13:35) - My Framework for Bad Deals That Go Wrong (13:58) - Lesson 1:...
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#493: How 8 Rental Properties Bought Dion His Freedom
Real Estate Investing with Coach Carson
⭐ Get my coaching & community to achieve financial freedom → ⚒️Get my best investor tools for FREE → ▶️Next Episode: How to Raise Rents the RIGHT WAY | For Small Landlords Apple: Spotify: -------------------------- 🎬 Topics Covered: (0:00) - How Smart Investors Design Freedom First (0:52) - Why Dion Walked Away From His Old Market (8:50) - The Market Filters Dion Uses Before the Math (13:03) - What Investors Miss About Picking Markets (21:07) - Why a Great Deal IS NOT Enough (30:51) - Single-Family vs. Multifamily: What Wins?...
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#492: Given $250K, Here’s How We’d Quit Our Jobs in 10 Years
Real Estate Investing with Coach Carson
⭐ Get my coaching & community to achieve financial freedom → ⚒️Get my best investor tools for FREE → ▶️Next Episode: The Truth About the Borrow Until You Die Strategy (What Actually Works) Apple: Spotify: -------------------------- EPISODE NOTES: 🎬 Topics Covered: (00:00) - $250K, a Job, and 10 Years to Freedom (01:13) - Why You Have More Time Than You Think (04:40) - How House Hacking Accelerates Wealth (05:21) - Choosing the Right Market for This Strategy (07:21) - Turning One Property Into Multiple Deals (11:51) - Funding the Next...
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Real Estate Investing with Coach Carson
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Real Estate Investing with Coach Carson
⭐ Get my coaching & community to achieve financial freedom → ⚒️ Get my best investor tools for FREE → ▶️ Next Episode: How a New Mom Built a $3 Million Rental Portfolio in 7 Years Apple: Spotify: -------------------------- 🎬 Topics Covered: (00:00) - Why real estate if you're already winning in business? (02:51) - The real cost of skipping real estate (05:13) - $200K in stocks vs. $200K in rentals (10:07) - Can't find the 1% rule? (16:48) - Airbnbs, flips, and syndications (23:49) - There's no one right path to financial freedom (23:47) - The...
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#489: Can You Get a HELOC on a Rental? (Here's the Real Answer)
Real Estate Investing with Coach Carson
🗓️ Schedule an Appointment with Bryan → 👥 Appointment with Bryan’s team (fastest) → ▶️Next Episode: DSCR Loans Explained: How to Qualify Without a W2 or Tax Returns Apple: Spotify: -------------------------- EPISODE NOTES: 🎬 Topics Covered: (0:00) - Can You Get a HELOC on a Rental Property? (1:26) - What a HELOC Actually Is (1:59) - HELOCs vs. Home Equity Loans (4:22) - Why Rental HELOCs Are Different (7:22) - When a HELOC Makes Sense (15:14) - When a Cash-Out Refinance Beats a HELOC (22:13) - What DSCR Means for...
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Real Estate Investing with Coach Carson
⭐ Get my coaching & community to achieve financial freedom → ⚒️Get my best investor tools for FREE → ▶️ Next Episode: How to Structure a Win-Win Partnership for Rental Properties with John Schaub Apple: Spotify: -------------------------- EPISODE NOTES: 🎬 Topics Covered: (00:00) - The "Unemployed by Design" Philosophy (03:17) - The 10-Year Blueprint for Long-Term Wealth (06:40) - How to Craft Offers That Actually Get Accepted (12:36) - Turning Trust into an Endless Referral Engine (19:51) - Why Your Word Is More Valuable Than Cash...
info_outline📄 Get a Quote for Landlord Insurance:
https://www.coachcarson.com/landlordinsurance-pod-485
🤖 Steadily Insurance App for ChatGPT:
https://www.coachcarson.com/steadilyAI
▶️ Next Episode → 22 Years of Rental Income – The Brutal Financial Reality!
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EPISODE NOTES:
🎙️ Episode #485 – I let AI analyze a rental deal and it almost fooled me. Here’s the critical mistake it missed and why assumptions matter more than the math.
🎬 Topics Covered:
- (0:00) - ChatGPT Analyzed This Rental Deal. Was It Right?
- (0:35) - I Asked ChatGPT to Analyze This $400K 4-Unit
- (2:15) - The 6% Cap Rate Looked Solid… At First
- (3:52) - The Rent Upside Made This Deal Tempting
- (5:09) - The Hidden Risks AI Actually Caught
- (6:15) - AI Got THIS Number Wrong
- (8:13) - The Best Way to Verify Insurance Costs
- (11:45) - AI Is a Great Start… Not the Final Answer
- (12:27) - Would I Buy This 4-Unit for $400K?
- (13:47) - 22 Years of Rental Income - The Brutal Financial Reality!
📄 Show Notes:
https://www.coachcarson.com/aidealanalysis
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