Land wholesale experts, Steven Jack Butala and Jill DeWit, share their personal land investment/real estate business achievements, answer questions, share valuable tips, all in the name of promoting listeners’ personal and professional real estate success. Steven and Jill have been buying and sellin…
Los Angeles, CA
land investing, land business, land investment, investing in land, vacant land, sell land, thanks jill, jill's, i've always wanted, business model, cash flow, day job, flipping, look forward to many, academy, thank you steve, jack, passive income, rei, deals.
Listeners of Land Academy Show that love the show mention:The Land Academy Show podcast is an incredible resource for anyone interested in real estate investing and particularly land flipping. Hosted by Jack and Jill, this podcast is filled with a wealth of knowledge and experience that is unmatched. As a member of Land Academy since 2015, I can confidently say that the information they provide has been instrumental in my success in the industry. They do not waste any time or words, providing excellent content that is free from any commercial agenda.
One of the best aspects of The Land Academy Show podcast is the daily short format. Each episode starts off with a question and usually lasts around 15 minutes, making it easy to fit into a busy schedule. The topics covered are diverse and cover all aspects of real estate investing, providing listeners with valuable insights and strategies. What sets Jack and Jill apart is their genuine nature and the fact that they are not trying to sell anything within the podcast itself. Their advice and coaching are truly fantastic.
Another great aspect of this podcast is the entertainment value. Jack and Jill have a great dynamic, often cracking jokes and making each episode enjoyable to listen to. This makes learning about real estate investing engaging and fun, which can be rare in educational podcasts. They also bring on guests occasionally to share their expertise, adding even more value to the show.
I cannot think of any negative aspects of The Land Academy Show podcast. Jack and Jill consistently deliver high-quality content without any gimmicks or sales pitches. Their transparency and authenticity make them trustworthy sources for information on real estate investing.
In conclusion, The Land Academy Show podcast is an invaluable resource for anyone interested in real estate investing or specifically land flipping. Not only do they provide practical knowledge and tips, but they do so in an entertaining way that keeps listeners engaged. With their guidance, I have personally seen success in my own land flipping ventures, making this podcast a must-listen for aspiring investors in the field.
Think you need perfect credit or piles of cash to fund a land deal in 2025? Think again — Steven Jack Butala and Jill DeWit broadcast from their boat in San Diego to break down the realities of land deal funding in 2025. They dispel common myths about needing huge amounts of capital or perfect credit to become a real estate investor, and share their decades of experience buying and selling land. Learn the step-by-step process for getting your land deals funded – even if you're brand new to the business – and discover why the quality of the deal matters more than your financial background. Plus, hear real stories from the Land Academy community, tips for working with partners, and how to avoid common pitfalls in land investing. Whether you're just starting out or looking to scale your investment business, this episode is packed with actionable advice and inspiration.
Get ready for a decade of disruptive real estate wisdom! In this special 10-year anniversary episode of the Land Academy Show, hosts Steven Jack Butala and Jill DeWit pull back the curtain on what it really takes to succeed in land investing. They share candid insights from their recent seminar, dissecting their biggest wins, toughest lessons, and the evolution of Land Academy. Discover why their data-centric approach leaves buyers asking, “How can you sell it so cheap?” and get a sneak peek at their game-changing new tool designed to streamline your entire real estate business — from lead generation to closing deals. Plus, they tackle a listener's burning question about listed properties, delivering a dose of their signature unfiltered advice. Whether you're a seasoned investor or just starting out, this episode is packed with invaluable lessons and a fresh perspective on what it means to truly succeed in real estate.
Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they share what it's really like working with your spouse while completing over 16,000 real estate deals. They talk candidly about what makes it work (and what nearly broke it), how they divide roles, and why mutual respect is more important than matching skill sets. Whether you're considering going into business with your partner or already navigating that dynamic, this episode is packed with practical insight, personal stories, and real advice from two people who've done it successfully for years.
Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as Jill shares her updated land-buying script for 2025 and the one powerful question that drives every great deal: “Why are you selling?” They walk through the psychology behind that question, how it reveals a seller's motivation, and why it sets the tone for trust and transparency. Whether you are taking calls yourself or training a team, this discussion gives you the exact words, flow, and mindset that make Jill's calls so effective.
Today on The Land Academy Show, Steven Jack Butala and Jill DeWit explain why they do not negotiate land or house deals, as well as why this approach actually leads to faster, cleaner closings. They share how setting the price upfront filters out the wrong sellers, attracts serious ones, and gives you total control over your margins. If you are spending hours going back and forth or trying to "sell" someone on your number, this discussion will help you understand the power of firm pricing and how to build a business that runs without haggling.
Forget flipping coins or trusting a hunch? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they break down the difference between data-driven and gut-driven land investing—and why guessing will sink your deals in 2025. They explain how relying on instinct alone can lead to overpaying, missed red flags, and slow deal flow. Through real examples, Steven and Jill show how good data beats good feelings every time, especially in pricing, mailer targeting, and deal vetting. If you've ever second-guessed a property or made a decision “because it felt right,” this episode will help you shift from emotion to evidence—and close more confidently.
Is your land deal pipeline looking more like a graveyard than a goldmine? On today's Land Academy Show, join Steven Jack Butala and Jill DeWit as they unearth the silent killers of real estate success: missed follow-ups, chaotic buyer lists, and poor communication. They'll reveal how these common pitfalls can quietly destroy your deals and how a simple, effective CRM system can transform your approach. Whether you're just starting out or aggressively scaling, this episode isn't just a recommendation—it's a blueprint for consistent closures and reclaiming your time.
Tired of marketing strategies that promise ease but deliver only headaches? Steven Jack Butala and Jill DeWit from The Land Academy Show are here to expose the truth about neutral letters and open-ended land offers. Jack and Jill explain why these strategies might seem easier or safer but often lead to slower deal flow, unclear pricing, and wasted time. Drawing from real-world results, they compare neutral marketing with blind offers and show why direct pricing still outperforms guesswork in today's market. If you're trying to decide how to approach your next campaign, this episode gives you the clarity to pick the method that actually works.
Ever wondered if houses are the missing piece in your land investment puzzle? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they reveal the truth about adding houses to your land business. They share what works, what doesn't, and what most investors misunderstand about making the leap into residential deals. From marketing and pricing differences to deal flow and system tweaks, Steven and Jill walk through how to make houses a seamless—and profitable—addition to your existing land investment model. If you're thinking about expanding but unsure where to start, this episode gives you the honest, practical insights you need.
Think cold calling, emailing, or texting is the best way to connect with land and house sellers? Think again. In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit break down the real-world effectiveness—and legality—of the top outreach methods investors use today. From awkward cold calls and ignored texts to a single strategy that actually works, they cut through the noise to reveal what's worth your time and what could land you in hot water. If you've ever wondered how top land investors consistently close deals, this is the episode you've been waiting for.
The real estate landscape is shifting, and if you're still banking on double closing deals, you need to hear this. Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they talk about why the end is near for double closing real estate deals. They explain what's changed in the market, why this once-popular strategy is losing ground, and what smarter alternatives exist in 2025. If you've been counting on using your buyer's money to close, this episode is a must-listen reality check.
Think chasing land note buyers is the key to quick cash in 2025? Think again. Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they talk about the truth behind chasing land note buyers in 2025. They break down what's changed in the note market, who's really buying notes today, and why blindly building a buyer list could waste more time than it's worth. Steven and Jill share what strategies actually work in this environment, when selling notes makes sense—and when it doesn't—and how to position your deals for the right kind of exit. If you've been wondering whether chasing note buyers is still worth it, this episode gives you the honest answer.
Ever wonder what happens when Jack and Jill truly go off-script? In this inaugural "Off Script Friday" episode, prepare for a candid conversation that ventures beyond land deals. Steven Jack Butala and Jill DeWit tackle everything from their 16-year journey as business partners and spouses to surprising insights on the future of real estate in 2025. It's raw, it's real, and it might just give you a new perspective on partnership and success.
What if the land investing strategies you've always relied on are no longer enough? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they reveal why the old ways of land investing are gone for 2025 and how to find the best off-market land deals. They dive deep into the critical mindset shift you need to survive and thrive in land investing, explaining why traditional methods are no longer enough, exemplified by a real-world deal review of a tricky Texas property that challenges conventional wisdom. They also emphasize the importance of upping your game in every aspect, from lead generation and deal analysis to pricing and even customer service. This episode isn't just about theory; it's about real-time adaptation and understanding what it truly takes to succeed in today's market. Are you ready to transform your approach?
Is the "double close" truly the savvy move for land deals you think it is? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit pull back the curtain on why double closing in land deals often leads to frustration, not profit—and reveal their tried-and-true alternative. They'll dismantle common myths about using a buyer's funds, expose the practical and legal traps that derail deals, and show you how to structure transactions with far greater efficiency. If you've ever contemplated a double close to conserve cash or sidestep risk, this episode delivers the unvarnished truth about the math, the pitfalls, and a demonstrably cleaner, more scalable path to closing land deals.
Dreaming of land deals but short on cash? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit confront one of the most persistent myths in land investing: Can you truly flip land with no money down? Tapping into their extensive experience and the daily flow of deals they witness, Steven and Jill reveal the strategies involving funding, partnerships, and astute deal structuring that can make this a reality—even for absolute beginners. They'll also dissect what's really more critical than money, expose common missteps in pursuing no-money-down opportunities, and teach you how to cultivate the trust and deliver the results that naturally attract capital. If the belief that you need a hefty bankroll has held you back, prepare for a paradigm shift.
Ready to unlock a whole new level of opportunity in your land business? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they reveal why 2025 is the perfect time to expand your land empire to include houses. They'll share how your existing skills are perfectly transferable, what subtle adjustments your operation needs, and why this strategic shift makes more sense now than ever before. Steven and Jill will guide you through everything from optimizing your systems and mailers to refining your mindset and maximizing your margins, all designed to help you seamlessly integrate residential deals without sacrificing your focus—or your freedom. If you're looking to scale smarter this year and seize more opportunities with less competition, this episode is your essential blueprint.
Ever felt like you're just not measuring up in your business? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as Jill vulnerably unpacks the universal entrepreneurial struggle of feeling like you're falling short—and how to overcome it without shame. This episode explores the emotional reality behind entrepreneurship: the doubts, the comparisons, the pressure to always do more. Jill opens up about her own experiences leading and exiting a company, and how she learned to separate her personal identity from performance metrics. If you've ever felt like you “should be further along,” this episode will help you breathe easier, find perspective, and reconnect with the bigger picture behind why you started.
What if land deals could show you what freedom in business really feels like? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they uncover investor career secrets in a powerful interview with Michelle Bridger, a seasoned entrepreneur who discovered how land investing offered a glimpse into a simpler, more aligned way of doing business. Michelle opens up about leading a high-pressure agency, hitting a breaking point, and making bold decisions to restructure her team—and her life. Together, they dive into themes of clarity, delegation, shifting leadership identity, and what happens when you stop tolerating “busy” and start intentionally designing your work around your life. If you're a business owner ready to work less, live more, and finally build a business that supports you, this episode is a must-listen.
What really makes a landowner say yes? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit explore the psychology behind seller motivation—and why identifying true need is the secret to consistent land investing success. They reveal how seasoned investors can spot ready-to-act sellers, often before the sellers even realize it themselves, and why this pattern is more predictable than you'd think. You'll hear real-world examples, Jill's high-volume call strategies, and how emotional detachment from property signals opportunity. If you're ready to stop chasing deals and start attracting them, this episode is for you.
What if the secret to land investing success isn't flashy flips—but boring consistency? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they break down what actually makes a land investing month successful. It's not about big sales numbers—it's about daily discipline: sending out mail, reviewing deals, and making smart acquisition decisions. They share the exact activities that keep the pipeline full and profits growing, and explain why buying undervalued property is still the key difference between full-time investors and hobbyists. If you've ever wondered what to focus on to build real wealth and freedom through land, this episode lays it out step by step.
What if the best land deals come from sellers who have to sell—and don't even know it yet? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they reveal how to identify sellers driven by true need—regardless of price. This episode breaks down the psychology of sellers, separating those emotionally tied to their land from those ready to walk away. Steven and Jill share their contrasting call-screening strategies, showing how casting a wide net and asking the right questions can uncover golden deals. You'll also hear insights from Jill's latest advanced training and a candid discussion about whether sales skills are learned or innate. Whether you're growing your land business or just getting started, this episode will reshape how you think about deal flow—and help you zero in on the sellers that actually matter.
What if everything you thought you knew about land investing was about to change? Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they reveal why the old ways of land investing are dead for 2025. They dive deep into the critical mindset shift you need to survive and thrive in land investing, explaining why traditional methods are no longer enough, exemplified by a real-world deal review of a tricky Texas property that challenges conventional wisdom. They also emphasize the importance of upping your game in every aspect, from lead generation and deal analysis to pricing and even customer service. This episode isn't just about theory; it's about real-time adaptation and understanding what it truly takes to succeed in today's market. Are you ready to transform your approach?
Got that nagging feeling your land investing strategy needs a shake-up? You're probably right. Today on The Land Academy Show, Steven Jack Butala and Jill DeWit tackle the current shifts in the land investing market head-on. If you've been feeling the "dips" and wondering what to do, this episode is your wake-up call! Jack and Jill reveal why old strategies won't cut it anymore and how to adjust your approach to mailers and market selection for maximum profit. Plus, get ready for a fresh perspective on why thinking bigger with your deal size isn't just about more money—it often means easier transactions! Tune in to discover how to thrive in 2025's evolving landscape and turn these market changes into your biggest opportunities yet.
Have you felt the shift in the land investing market? You're not alone. The "party" of easy, high-profit flips from 2020 is officially over, and it's time to adapt. Today on The Land Academy Show, join Steven Jack Butala and Jill DeWit as they dive into what's changing, what they've done to stay ahead, and why you need to be thinking differently about your mailers and market moves. They'll break down what a successful 2025 land investing strategy looks like—how to navigate these new waters, avoid common pitfalls, and leverage your past successes to find new opportunities. Plus, hear a real-world solution to a common land investing challenge: securing an easement for a landlocked property. Whether you're a seasoned investor or just starting out, this episode is packed with the information and inspiration you need to thrive in today's evolving real estate landscape.
Is Your 2024 land playbook broken? Fix It for 2025. Are your current land investment strategies feeling stale? You're not alone. The market has shifted, and what worked yesterday might not work tomorrow. In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit reveal the essential shifts needed to thrive in 2025. Get their updated strategies for smarter mailers, better market navigation, and a crucial mindset reset. They share how they've adapted their own successful approach, from tackling tricky property quirks to embracing relationship-based deals in an AI-driven world. Don't let outdated methods limit your success. Tune in to fix your playbook and prepare for a profitable 2025!
Is your land investment strategy feeling a bit stuck? We're halfway through 2025, and if some things are working and others aren't, you're not alone. This week on The Land Academy Show, Steven Jack Butala and Jill DeWit are tearing up the old playbook and rethinking everything. Get ready for their 2025 strategies for smarter mailers, better markets, and—most importantly—your mindset. Because the old ways? They just don't cut it anymore. Join Jack and Jill as they dive into what's changing, why it's happening, and how to turn chaos into massive profit. This is the investor reset you didn't know you needed.
Thinking of quitting your job? What if we told you there's a faster, leaner way to escape the 9-to-5 grind—and it doesn't involve franchises, startups, or massive risk? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit reveal why land investing is the most efficient path to financial freedom. You'll hear real-world deal examples, insider tips, and the mindset shift you need to build a business with low overhead, high upside, and full ownership of your time. If you're ready to stop working for someone else and start building your future—this is the episode for you.
Are you a beginner land investor wondering what to expect, which mistakes to avoid, and what hidden gems others might be missing? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit reveal the unfiltered truth about what it really takes to succeed in land investing. From decoding confusing data sets to busting myths about who actually sells land (yes, even churches), you'll hear real conversations straight from their Discord community, —plus the three mindset shifts you must make to build a profitable land business. This isn't fluff. It's the real talk you need about the work, the learning curve, and the wins that come from sticking with it.
What if the place you're sending your mailers is the reason you're not closing deals? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit break down the worst states for land investing—and why some markets just won't make you money, no matter how great your strategy is. From red-yellow-green tests to the quirks of regional real estate data, you'll learn how to spot land investment dead zones—and where the hidden gems are instead. Want a lightning round of 'buy or avoid' by state? That's coming, too. If you want to stop wasting time and start sending smarter mail, this episode is your shortcut. Let's play the land investing geography game—Land Academy style.
Ever wondered what it really takes to make a million dollars in land investment? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit pull back the curtain on their legendary 24-Month Millionaire Land Investor Program, deconstructed piece by piece. This isn't just theory; it's a proven roadmap forged over years of experience. From mastering the education process and navigating your very first mailers, to building partnerships and consistently closing deals, they'll lay out the exact steps to go from zero to millionaire in just two years. Hear why patience is your superpower in months one through ten, and how a steady flow of mailers can build a compounding wealth machine. If you're serious about transforming your financial future with land, this is the episode you can't afford to miss. Tune in and discover your personal path to becoming a land millionaire!
Tired of tripping over common pitfalls in land investment? Join us today on The Land Academy Show as Steven Jack Butala and Jill DeWit unearth the top 5 land investment mistakes and, more importantly, how to avoid them. They've been there, made the mistakes (in land, and maybe a few other areas of life!), and are ready to share their hard-won wisdom. From the critical importance of sticking to a schedule and actually doing your due diligence, to the dangers of analysis paralysis and trusting third parties, this episode is packed with practical advice. Don't miss out on the insights that can save you time, money, and headaches.
Do you think persuasion is key to buying and selling land? What if we told you it doesn't have to be? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit challenge the traditional view of sales. They share exactly how their system works so you're never “talking anyone into anything.” Discover why effective mailing lists and patience trump aggressive sales tactics, and find out how quickly you can expect calls from your mailers. Tune in to learn how to let the deals come to you!
Are you dreaming of scaling your land business, but feel held back by a lack of capital? What if you could fund your deals without touching your own money? Sit back and tune in as Steven Jack Butala and Jill DeWit reveal the easiest way to make that a reality here on The Land Academy Show. They share how today's investors have access to resources that simply didn't exist in the past, allowing you to seize multiple great deals without the old “buy-sell-wait” cycle. Plus, they dive into a crucial question about analyzing single-family residential markets and discuss why finding a “smoking deal” is truly all you need to unlock unlimited funding.
Is flipping rural land a smart move in 2025? Some might say, “When isn't it?” Today on the The Land Academy Show, Steven Jack Butala and Jill DeWit tackle that timeless question head-on. They share insights from years of experience, discuss how market cycles play a role, and reveal why holding out for the right deal is more crucial than ever. Plus, stick around for a hilarious detour about motels, fancy hotels, and why “Super 8” might just be our dream destination. You won't want to miss it!
What's the real reason some investors thrive year after year, while others quietly fade away? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit peel back the curtain on what they believe is the ultimate X-factor in building a sustainable, successful land business—and it's not a secret software or sales tactic – it's community. From flying solo with just a notepad and one helpful “Debbie,” to building a thriving support network for Land Academy members, Jill shares the power of having people to call when things get tough. Plus, they dig into the right (and wrong) ways to use social media, and how authenticity can boost your credibility and your sales.
Remember 2008? The real estate market took a nosedive, and many investors lost big. What if you had a roadmap to not just survive, but thrive, through those kinds of turbulent times? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit dive into the often-overlooked, yet critically important, four land market cycles. You'll discover how understanding these cycles can be your ultimate defense against market downturns, helping you act accordingly and even profit when others are panicking. Get ready to learn how to avoid a crash-and-burn scenario and turn market predictability into your superpower.
In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit pull back the curtain on what it really takes to scale your land business without losing your mind. They share real-world strategies on avoiding burnout, knowing your limits, and automating wisely—plus, the surprising way AI is changing how we connect with customers. From managing call scripts with PATLive to venting about picky eaters and grocery shopping burnout, this one's full of relatable moments and powerful takeaways to help you grow a land business that doesn't consume your life. Tune in and learn how to build smarter, not harder.
What does it take to build a land business that survives any market? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit get real about navigating downturns, bouncing back after setbacks, and why some gray hairs tell the best stories. From surviving two major crashes to explaining the ‘rule of quarters' for profitable deals, this episode delivers tactical insight and unfiltered wisdom—plus a laugh or two about Neiman Marcus and classic cars. If you're serious about lasting success in land investing, this is your blueprint. Listen in and learn why consistency, humility, and flexibility are the keys to thriving—no matter what the market throws your way.
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.
Are you chasing fast cash or building lasting wealth? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit break down the essential difference between fast money and long-term wealth building—especially when it comes to real estate investing. Learn why you need a plan for both, how to time your strategy, and how to avoid the common traps that derail new investors. From flipping land in 90 days to building a portfolio that pays you for life, they cover the mindset shifts and tactics that create real financial freedom. Plus, they answer a hot question from the Land Academy community about Florida land—what to watch out for when it comes to flood zones, paper subdivisions, and road access. Whether you're just getting started or looking to scale, this episode is packed with practical insights and seasoned advice to help you move forward smarter and faster.
Welcome to episode 2200 of The Land Academy Show! In this milestone episode of The Land Academy Show, Steven Jack Butala and Jill DeWit tackle a question every land investor eventually faces: How do you know when you've found your land niche market? Whether it's probate properties, landlocked lots, or the sweet spot of 5–10 acres, Jack and Jill share how your niche often finds you — and why that's actually a good thing. Plus, they respond to a listener's concern about outdated DataTree info, explain how county data updates work, and give tips on choosing the land deals that work for you. If you've ever wondered where your land investing sweet spot lies — this is the episode that just might reveal it