Why Land Investors Hit a $3M Ceiling | Dave Denniston

Honest Wealth Builders · Mar 12, 2026 · 1h 2m

Abi Asija interviews Dave Denniston, founder of Generation Family Properties, about why many land investing businesses hit a ceiling around $3M in revenue and what it takes to scale beyond it. After growing his land flipping company past $3M annually, Dave realized that the traditional model of high-volume small and medium land flips creates operational headaches, rising marketing costs, and shrinking margins.Dave explains why his team is shifting toward larger subdivides, on-market land deals, and messy title opportunities - focusing on fewer deals with bigger profits instead of chasing more…