The David Greene Show

Latest Episodes:

The David Greene Show I Sneaky Rentals, STR's, and Equity Build w/ a W2 Aug 07, 2026

Show notes

Financial Analyst Rob Galtman joins David as they discuss how he started house hacking in Chicago and eventually built a portfolio of cash flowing rentals and STR’s. Rob shares how he analyzes properties, makes direct offers, and decides which he’ll turn into STR’s and which will be small multi unit families. Rob also generously shares how he analyzes deals and how his W2 helps him succeed in the RE investment realm. This episode is great for anyone interested in buying RE that doesn’t have a ton of cash but does have a ton of will. Download today!

Mortgage Monday I This Needed to be Said I Episode 147 Aug 03, 2026

Show notes

David and Christian get deep into what’s going on in the world of RE and how the ideologies of the nation are likely to affect it. The show starts with three incredible examples of deals that were recently closed by other investors and include gold tips regarding sweet spot price points with commercial properties and how to ensure your loan closes fast. They go on to share unfortunate details of how clients are being ripped off in today’s climate, and end with advice regarding NY city’s new RE proposals and how landlords are being unfairly targeted. You’ll get more information than you can handle on this one. Download now!

The David Greene Show: I What Every STR Operator Needs To Know I Episode 146 Aug 03, 2026

Show notes

Shelly Young is an STR owner and property manager in Colorado Springs with a portfolio of 32 properties and a large bag of stories to tell. Shelly shares how she found herself managing properties, building systems, and building a discipline she never thought she needed. Shelly shares how the business led to personal development and what she learned having to set boundaries with owners, manage her time better, and confront the parts of her that were holding her back from success. Shelly shares some incredible details about communicating with cleaners, setting expectations with guests, and reading between the lines that listeners will find incredibly helpful. You’ll love this one.

The David Greene Show I Off Market Fraud You Didn’t Know About (And Shifting With Today’s Market) I Episode 145 Jul 24, 2026

Show notes

Have you been considering buying off market properties from wholesalers to get a better deal? Today’s show covers cases of real estate fraud (some from people who have already been to prison) as well as ways to buy properties in today’s market that is safer than yesterday’s strategies. Off market investor Aaron Bihl joins David and explains how he buys off market properties, how he prioritizes sellers, and what he recommends newbie investors do to avoid being taken advantage of. Aaron shares strategies when it comes to financing, when he decides to partner, and what he does to come up with numbers to offer sellers. We cover examples of sub-to’s gone bad, why home run deals get exploited, and how to vet coaching programs. Download today!

The David Greene Show I Strategies, Struggles, and Stories From an STR PM I Episode 144 Jul 24, 2026

Show notes

David is joined by Blaine, a PM of over 40 units throughout Chicago, Florida, and other Midwest cities. Blaine shares how he built his portfolio, and what he’s learned from years of STR management (including why he’s heavily shifted into mid term rentals). The show covers how to immediately spot problematic guests, when to refund money, and which areas tend to have the best guests (and which to avoid). Blaine shares what he’s learned, what he’d do differently, and the top qualities to look for in a PM to trust with your investment. A refreshing look behind the scenes!

The David Greene Show: How a Small Town Couple Built a RE Portfolio I Episode 143 Jul 10, 2026

Show notes

Mom and Pop investors Jamie and Jana Gibbs join David and share how they built a portfolio of investment properties in small town Ohio, one at a time. The show covers how they manage them as STR’s, student housing, and rent by the room properties, as well as how they bought a house across the street and “overpaid” only to end up with a 40% cash on cash return. You’ll love this couple’s dedication and humility as they’ve built a portfolio that has allowed them to raise their children, work from home, and allow Jamie to coach college wrestlers. They’ve built the whole system using only one VA, and they share just how they do it, as well as how they analyze deals and hunt the next one, all on today’s show!

Mortgage Monday I Fixed-Rate Second Mortgages, a Unicorn Deal & the Truth About Unlicensed Lenders I Episode 142 Jul 06, 2026

Show notes

This week we break down the fixed-rate second position loan (the "HE loan") — how it works, when it beats a HELOC, and how it can help you avoid PMI with an 80/10/10 structure. We also walk through two real deals: a 17,000 sq ft "unicorn" property with no comps and an urgent appraisal deadline, and a Smoky Mountains short-term rental that moved from a 9-month hard money loan into a 30-year fixed DSCR loan using projected rental income. Plus, a candid warning about the unregulated corners of non-QM and hard money lending, and why working with a licensed professional protects you from bait-and-switch tactics that leave borrowers with no recourse.

The David Greene Show: House Hacking to Wealth As A Medical Worker I Episode 141 Jul 02, 2026

Show notes

On Today’s podcast, David interviews Jack Townsend, a doctor who figured out how to use his profession to supercharge his RE investing. Jack uses physician loans to house hack and has acquired a portfolio of BRRRR’s, STR’s, and traditional rentals, all without quitting his job. We cover how Jack identified and purchased properties, how he structures his BRRRR partnerships, and crazy stories from Airbnb guests. We also talk about the exact scripts Jack used when calling off market properties and what he did to find their phone numbers while walking around downtown. The show dives into the perspectives that drive one’s ambitions to invest in RE and what made Jack successful when others lost interest. Really inspiring show!

Mortgage Monday: The Mortgage Monday I Military House Hacking Strategy Nobody is Doing and STR Permit Hacking I Episode 140 Jul 02, 2026

Show notes

Today’s show covers several one brokerage client stories that are very unique! A STR permit transferred to a new buyer (we share how we did it), a military member bought TWO houses for ZERO down in 13 months, and an out of country buyer who used a special loan product to invest in the US. We also cover investment property HELOC’s (yes, we do them), what they are, and how you can tap into equity from an investment property to rehab, improve, or furnish another property. Tons of value and content in a short amount of time! Download today!

David Greene Show I RE Success to Gambling Addiction and Back with Dillon Alder I Episode 139 Jun 18, 2026

Show notes

Dillon started his career off with several successful BRRRR’s, pulling more money out of his first house than he put in. This lead to several more successful deals until life circumstances through him off balance and he found himself checked out on his job, his business, and his investments. A few bad tenants later and Dillon was staying up all night playing poker, sleeping in, and living off the money he had pulled out of his deals. When he finally realized how bad the finances had become, Dillon got back into church, found a girlfriend, made his way back into the gym, and turned things around. Now with his contractor’s license intact, Dillon shares his story of how he fell into the trap and what he’s doing to stay out. A great cautionary tale for other investors who have yet to experience the hardship he did. We cover what to look out for, how our culture is creating dopamine addicts, and how you can prepare for the likely upcoming recession.

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