The REtipster Podcast | Land Investing & Real Estate Strategies
Discover how to make great money in land investing, self-storage, rental properties and other unique real estate niches—without taking huge risks or sacrificing your lifestyle.
The REtipster Podcast is the go-to resource for new and experienced land investors and real estate professionals. Host Seth Williams pulls back the curtain on his successful land flipping business and self-storage portfolio, sharing proven strategies to help you skyrocket your income, quit your day job, and achieve financial freedom—WITHOUT risking your life savings.
Each episode covers essential land investing strategies, real estate business tips, and actionable advice to keep you ahead in today's market. Learn exactly what works (and what doesn’t) directly from Seth’s decade-plus experience as a land investor, self-storage investor, and online educator.
Join thousands of successful land investors and entrepreneurs who tune in weekly to gain real-world insights and inspiration to crush it in their real estate businesses.
The REtipster Podcast | Land Investing & Real Estate Strategies
The New Reality of Land Investing w/ Dave Denniston
Use Left/Right to seek, Home/End to jump to start or end. Hold shift to jump forward or backward.
265: Dave Denniston is back on the REtipster Podcast to talk about his pivot into curative title investing, why he stopped sending 60,000 mailers a month, and what the land business really looks like from the inside of a $3M+ operation.
(Show Notes: REtipster.com/265)
Dave is one of the most active investors I know, and in this conversation, he gets refreshingly honest about what is working and what is not. He made over 800 cold calls just to close his very first curative title deal. Along the way, he walked me through a $100,000 survey mistake in Maine, explained why his team moved away from high-volume mailers toward leaner strategies, and shared why land restrictions are killing deals that look good on paper.
We also dig into the Land Unconference, which Dave founded and is taking a break from in 2026 before bringing it back in 2027. He talks about why he started it as an introvert, what makes it unlike any other land event, and what burned him out after running four or five of them in a single year. We also cover the problems he ran into with national title companies and his vision for growing revenue from $3M to $ 10M.
Dave is also launching a new podcast under the REtipster network called Leadership in Land, focused on the people side of the business. If you want to know what it really takes to build and sustain something in land investing right now, this is an episode worth hearing.
📊 Manage Land Deals Like a Pro with Stride CRM
Built for Land Investors! Organize leads, track deals, and close faster
🔎 Land Portal: The Data Edge Every Land Investor Needs
Get the Data You Need to Find Deals & Make Smarter Land Buys
🙋🏻♂️ Get the REtipster Newsletter (It's FREE)!
Stay updated with top real estate investing insights and strategies
🚀 Land Investor’s Action Plan (Free 5-Day Course!)
Solve the 5 mistakes that keep investors stuck
⚠️ Land Buyer’s Survival Guide (Free 5-Day Course!)
Avoid the 21 most deadly land-buying blunders
👉 10X Your Income from Land Investing
Learn how to start and supercharge your land investing business