Show Notes: https://retipster.com/265-dave-denniston/?utm_source=youtube&utm_medium=social&utm_campaign=podcast&utm_content=UlUAEXBekdg In this episode, I sit down with Dave Denniston to talk about how land investing has changed, and what it takes to stay profitable today. We dig into his transition from traditional land flipping into messy title deals, why margins are shrinking, and what it really takes to find deals in today’s market. Dave shares what it takes to make hundreds of calls for a single opportunity, how he’s adapting his real estate strategy, and the risks that come with scaling quickly. We also talk about massive action, costly mistakes, and why due diligence matters more than ever. If you’re serious about land investing, land flipping, or building a real estate portfolio, this conversation will give you a realistic look at what’s working right now and what’s not. 0:00 - Intro to Dave Denniston 1:36 - Why margins are shrinking 3:52 - What is messy title investing? 5:40 - First messy title deal breakdown 9:43 - 800 calls for one deal 11:36 - Scaling vs doing it yourself 13:34 - Best ways to find deals 18:10 - Cold calling challenges 20:07 - Is competition increasing? 27:18 - On-market subdivides strategy 28:57 - Why Land Con went on pause 35:32 - Value of small masterminds 39:02 - State of land investing today 40:41 - Massive action strategy 42:06 - Biggest mistakes and losses 46:50 - When deals won’t sell 50:03 - Due diligence mistakes 51:45 - Title company problems 53:29 - Choosing new strategies 55:15 - Scaling to $10M vision 57:46 - New podcast: Leadership in Land 1:01:09 - Biggest mistakes investors make #landinvesting #landinvestor #landflipping #retipster #realestateinvesting #curativetitle #messytitle #landbusiness #rawlandinvesting #vacantland #realestatestrategy #landdeals #landflips #retipsterpodcast #realestateportfolio #landinvestingtips #duediligence #landunconference #leadershipinland #realestatepodcast *📊 Manage Land Deals Like a Pro with Stride CRM* https://go.retipster.com/stride/yt-UlUAEXBekdg *Land Portal: The Data Edge Every Land Investor Needs* https://go.retipster.com/landportal/yt-UlUAEXBekdg (REtipster Affiliate Link) *🙋🏻‍♂️ Get the REtipster Newsletter (It's FREE)!* https://welcome.retipster.com/newsletter/?utm_source=youtube&utm_medium=social&utm_campaign=podcast&utm_content=UlUAEXBekdg *🚀 Land Investor’s Action Plan (Free 5-Day Course!)* https://welcome.retipster.com/5-day-email-course/?utm_source=youtube&utm_medium=social&utm_campaign=podcast&utm_content=UlUAEXBekdg *⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)* https://welcome.retipster.com/survival-guide/?utm_source=youtube&utm_medium=social&utm_campaign=podcast&utm_content=UlUAEXBekdg *👉 10X Your Income from Land Investing* https://welcome.retipster.com/webinar-invite/?utm_source=youtube&utm_medium=social&utm_campaign=podcast&utm_content=UlUAEXBekdg *😀 Join the REtipster Forum!* https://forum.retipster.com/?utm_source=youtube&utm_medium=social&utm_campaign=podcast&utm_content=UlUAEXBekdg *🛠️ All My Favorite Tools and Resources 🛠️* https://retipster.com/resources/?utm_source=youtube&utm_medium=social&utm_campaign=podcast&utm_content=UlUAEXBekdg