Collecting Keys - Real Estate Investing Podcast
Real estate investing from operators who are actually closing deals.
Collecting Keys is a weekly real estate investing podcast hosted by Mike DeHaan, Dan Austin and Dylan Koch, three active investors with hundreds of wholesale, flip, rental and creative-finance deals between them. Since 2021 the show has published more than 500 episodes on finding off-market deals, wholesaling, novations and subject-to, flipping, rentals, private lending and scaling a real estate business, plus straight talk on the market and on the gurus selling courses.
Latest episode
Your AI Is Your Coworker Now. Next It's Your Friend
The hosts talk through how they're actually using AI agents in their businesses: Dylan has bots scraping county records, reading PDFs for mortgage balances, skip tracing, uploading to REsimple and feeding a dialer, plus handling bookkeeping out of Dropbox.…
Latest articles
How Investors Are Using AI Agents to Run Daily Operations
Mike, Dan and Dylan break down the AI agents running their lead data, skip tracing and bookkeeping, plus who checks the bots' work.
Starting a Wholesaling Business for $100: AI, Data and the 2026 Market
Greg Helbeck, Mike DeHaan and Dylan Koch on real flip losses, a slow Cincinnati market, and how AI tools cut wholesaling startup costs to about $100.
He Replaced a Lead Manager With AI: What It Actually Saved
Dylan cut about $1,200/month by building SMS follow-up with Claude, plus what DSCR shutdowns and sub-conventional investor rates mean for your debt.
Guides by topic
- Creative Finance, Subject-To & Novations76 episodes
- Guru Watch73 episodes
- Wholesaling121 episodes
- Finding Off-Market Deals171 episodes
- Rentals & Cash Flow157 episodes
- House Flipping72 episodes
- Private Money & Lending108 episodes
- Scaling a Real Estate Business295 episodes
- Taxes, Legal & Insurance48 episodes
- Land & Mobile Homes14 episodes
- Getting Started117 episodes
- Deal Case Studies85 episodes
- Market Updates143 episodes
- AI & Tech26 episodes
Recent episodes
How to run a Real Estate Wholesale company for $100 w/ Greg Helbeck
Greg Helbeck joins Mike and Dylan to talk about what's actually happening in the late-2026 housing market, including real losses on Seattle-area flips and the slowest stretch Dylan has…
Dylan Replaced His Lead Manager With AI, Should You?
Mike, Dan and Dylan talk through nonprofit executive pay in Spokane before getting into how Dylan cut a lead manager role by building SMS follow-up automations with Claude and the REsimpli…
Regular Rich: Why $2M Liquid Beats $20M in Rentals
Mike, Dan and Dylan debate the "regular rich" idea making the rounds on Instagram — $2 million liquid plus a paid-off house — and argue that mindset, spending comfort and liquidity matter…
Self Storage, AI Hate and Extortion w/ AJ Osborne
AJ Osborne joins Mike, Dan and Dylan after the hosts retracted a false story about him, and spends the episode explaining how self storage actually works outside the institutional…
Build Your Own RESimpli, ChatGPT As Your Lawyer, And Home Sales At A 31-Year Low
Mike, Dan and Dylan discuss the RESimpli 6.0 rollout that broke core functions for users, and why AI tools like Claude now make it practical to build your own CRM, e-sign and loan…
Pace Morby's investors are about to lose everything
The hosts walk through the accusations piling up around Pace Morby's Sub2 fund, including investor claims of locked portals, unanswered emails, missing distributions and late K-1s, plus an…
Your hosts
Mike DeHaanMike DeHaan started Collecting Keys in 2021 with his business partner Dan Austin to share what it actually takes to buy real estate at volume: the marketing,…
Dan AustinDan Austin has been Mike DeHaan's business partner since day one and has co-hosted Collecting Keys since the first episode. The two built and ran a…
Dylan KochDylan Koch was a pharmacist before he got into real estate. He learned the business from Mike and Dan as one of the early members of their SCALE Community…