Think a “no” means the deal is dead? Think again. In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive deep into one of the most overlooked — but incredibly powerful — tools in your land investing arsenal: follow-up. They reveal how a simple call-back or check-in can transform a flat-out rejection into a profitable land deal — especially in today’s market, where sellers are more skeptical and informed than ever. With insights from over 16 years of investing experience and thousands of deals, you’ll hear why persistence, timing, and trust are the new keys to closing. Plus, they tackle a smart question from the Land Academy community on conflicting real estate data sources (Zillow vs. Realtor.com) and share tips on navigating them like a pro. If you’ve ever walked away from a lead too soon, this episode will change your game.

Ever wonder what separates thriving land investors from those who give up too soon? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit reveal the one thing — or maybe the one word — that can make or break your success in land investing. They kick things off with a playful showdown of who can distill it all into a single word (spoiler: they both can, and it might be the same one), then dive deep into mindset, motivation, and what it really takes to succeed in this business. From turning rejected offers into profitable deals to building a business that withstands any market, this episode is full of real talk, laughs, and invaluable insights. If you’re serious about land investing — or just curious what “drive” and “you” have in common — this is the episode you can’t afford to miss.

Ever wonder what separates successful land investors from the ones who quietly walk away? In today’s episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dig into the most common — and often painful — regrets shared by people who gave up on land investing too early. From motivation struggles to letting life get in the way, they share real stories from the Land Academy community, including the ones who came back (sometimes three times!) and finally made it work. No techy mailer talk today — just honest, sometimes funny, and eye-opening insight into what not to do if you want to build real success. Tune in to hear what people wish they had done differently and how you can avoid making the same mistakes.

Why are you doing what you’re doing? Is it really about land… or something deeper? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit get real about revisiting the “why” behind your land business—from personal reflections (including Jack’s unexpected obsession with plaid) to the hilarious and heartfelt moments that make their dynamic so compelling. And just when you think it’s all philosophy and flannel, they dive into an unforgettable story: a mysterious 12-acre parcel in Virginia with a deed written before 1871, referencing black walnut trees and Civil War-era chaos. No boundaries, no map—just one giant real estate puzzle. Whether you’re here to laugh, learn, or locate lost land, this episode has it all. Get ready for plaid, purpose, and parcels that disappear into the woods and dare you to follow.

Are you building a land business—or just following someone else’s blueprint? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit explore the power of personalization in your land investing journey. From crafting standout offer letters to finding your own niche (like tackling tricky title issues!), they share real-life examples of how investors are stepping away from the cookie-cutter model—and seeing massive results. You’ll hear why making this business your own isn’t just encouraged—it’s essential for long-term success. Plus, find out how seasoned pros are evolving The Land Academy tools and strategies in ways even Jack didn’t see coming! If you’re ready to level up and leave the copy-paste game behind, this episode is your permission slip to innovate and own your land investing path.

Think the land business is too crowded to break in? Think again. In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit tackle one of the biggest myths in real estate: that the market is too saturated to succeed. They dive into why that’s simply not true—and how the real winners are thriving not despite the competition, but because they know exactly where and how to play. You'll also hear a real-life question from the Land Academy community about what to do when your land photos fall flat—and why setting clear expectations (and knowing when to push back) is key to running a top-tier operation. From drone photos to apex predators (yes, really), this episode is your permission slip to stop making excuses and start standing out in a so-called "crowded" market.

What will land investing look like a decade from now? In this candid and forward-looking episode of The Land Academy Show, Steven Jack Butala and Jill DeWit roll up their sleeves—literally and figuratively—to unpack the future of land deals, shifting regulations, and why something as simple as a property sale now requires a small mountain of personal information. From a funny moment of “manual labor love” to a real-world dilemma about seller verification and title companies asking for Social Security numbers, this episode is packed with insights, predictions, and laughs. Whether you’re a seasoned land investor or just getting started, this conversation will give you a glimpse into where the industry is headed—and what you can do to stay ahead of the curve.

What if just two game-changing tools could completely transform your land business? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit dive into the tech and strategies that took them from spreadsheets to streamlined success—and surprisingly, their go-to tools are totally different! In this episode, you’ll hear how these game-changing tools and systems shaped their success, why having the right tools makes all the difference, and how you can apply them in your own business. Plus, a great question from the community about access issues and smart negotiation tips. Tune in for laughs, real talk, and powerful takeaways.

What happens when your success starts to make the people around you uncomfortable? In this candid and relatable episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive into a challenge many high-achievers face but few talk about—how to handle jealous friends when your life starts to take off. From luxury lifestyles and financial freedom to dream homes and flexible schedules, they’ve been there—and they’re not bragging, they’re qualifying. Whether you’re just starting out or finally hitting your stride, this episode offers real talk, laughs, and lessons from the trenches of winning big… and navigating the awkward social fallout that can come with it.

What can land investors learn from the ups and downs of other real estate sectors? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit unpack key lessons from commercial, residential, and office real estate—and how these trends could impact your land deals. From the ripple effects of major developments like Amazon and Tesla, to the dangers of overbuilt office space and the cash-flow pitfalls of single-family flips, they reveal how the broader economy intersects with land investing—and how to use that insight to stay ahead of the curve. Plus, a listener question sparks a deep dive into mailer strategy, targeting LLCs, and why casting a wide net can lead to unexpected wins. Whether you’re just starting or scaling up, tune in for actionable tips, a few laughs, and the inside scoop on making smarter real estate moves.