How AI Is Fixing the Biggest Problem in Real Estate Transactions
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About this listen
What if the biggest deal-killer in real estate wasn't price… but uncertainty?
In this episode, Derek sits down with Jeremy Henley, founder of The Quick Fix, to discuss how artificial intelligence is solving one of the most frustrating parts of real estate transactions: the home inspection process.
Jeremy combines years of real estate investing experience with a deep background in predictive modeling and AI to eliminate uncertainty around inspection reports, contractor pricing, and repair negotiations.
If you've ever lost a deal because of an inspection, struggled to get contractors to show up, or dealt with buyer anxiety during due diligence this episode is for you.
Derek and Jeremy dive into:
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Why inspection uncertainty kills deals
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How AI can standardize repair pricing
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The friction between agents and contractors
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How to negotiate repairs properly
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Why certainty closes more transactions
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The future of inspections and AI in real estate
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The shrinking pool of skilled tradespeople
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How technology is changing transaction speed
This episode blends real estate investing, contractor management, AI, negotiation strategy, and industry trends into one powerful conversation.
⭐ Key Takeaways
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Inspection reports create uncertainty — uncertainty kills deals.
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AI can analyze inspection reports and generate executable repair quotes.
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Most contractor friction comes from low-probability "shopping" jobs.
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Negotiation should focus on unknown safety issues — not cosmetic items.
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Standardizing repair pricing builds trust between buyers and sellers.
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AI won't replace contractors — but it will streamline the process.
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The future of real estate includes fewer agents with higher productivity.
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Skilled trades will remain in high demand for decades.
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Certainty closes more deals than emotion.
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AI in real estate
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Home inspection negotiations
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Repair credits vs. repair requests
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Contractor marketplace models
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FHA/VA appraisal conditions
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Risk reduction in transactions
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Remote property management
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Standardization of repair pricing
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Predictive modeling & machine learning
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Due diligence strategy
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The future of skilled trades
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Scaling real estate operations with tech
Listen if you:
✅ Have ever lost a deal due to inspection issues
✅ Struggle to get contractors to respond quickly
✅ Want more certainty in repair negotiations
✅ Flip houses and hate the due diligence phase
✅ Are curious about AI in real estate
✅ Work with buyers who experience repair anxiety
✅ Want to future-proof your investing business
This conversation hits directly at a problem every serious investor has experienced.
⏱️ Time Stamps00:00 – 04:00
Jeremy's background: Farm life to tech & real estate
04:01 – 10:00
The inspection problem & uncertainty in deals
10:01 – 18:00
How AI reads inspection reports & builds repair quotes
18:01 – 25:00
Negotiation strategy: What buyers should and shouldn't ask for
25:01 – 32:00
Contractor friction & standardizing pricing
32:01 – 38:00
Appraisal repair conditions & lender challenges
38:01 – 44:00
Future of AI in real estate & inspection trends
44:01 – 48:00+
Industry outlook, skilled trades & final insights
#GenerationsOfWealth
#RealEstateInvesting
#AIInRealEstate
#HomeInspection
#PropertyFlipping
#RealEstateTechnology
#InvestorMindset
#RealEstateTips
#ContractorLife
#DueDiligence
#JeremyHenley
#DerekDombeck