Land Academy Show

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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…

Steven Butala & Jill DeWit

Los Angeles, CA


    • Jun 16, 2025 LATEST EPISODE
    • weekdays NEW EPISODES
    • 21m AVG DURATION
    • 4,395 EPISODES

    4.8 from 185 ratings Listeners of Land Academy Show that love the show mention: 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.


    Ivy Insights

    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.



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    Latest episodes from Land Academy Show

    Master The Land Market: How Understanding Cycles Prevents Costly Mistakes

    Play Episode Listen Later Jun 16, 2025 13:10


    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.

    Build Your Land Business Without Burnout

    Play Episode Listen Later Jun 13, 2025 17:14


    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.

    Building A Land Investing Business That Survives Any Market

    Play Episode Listen Later Jun 12, 2025 15:29


    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.

    Why Rejected Offers Can Turn Into Gold With A Little Follow-Up

    Play Episode Listen Later Jun 11, 2025 16:44


    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.

    The One Thing That Determines Your Land Investing Success

    Play Episode Listen Later Jun 10, 2025 13:48


    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.

    The Biggest Regrets From Land Investors Who Quit Too Soon

    Play Episode Listen Later Jun 9, 2025 20:28


    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.

    Revisiting The “Why” Behind Your Land Biz — From Personal Stories To Lost Parcels

    Play Episode Listen Later Jun 6, 2025 14:35


    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.

    From Blueprint To Breakthrough: Personalize Your Land Business

    Play Episode Listen Later Jun 5, 2025 9:54


    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.

    Thriving In A So-Called Crowded Market: Real Estate Myths Busted

    Play Episode Listen Later Jun 4, 2025 11:54


    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 The Next 10 Years Of Land Investing Might Look Like

    Play Episode Listen Later Jun 3, 2025 17:46


    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.

    The 2 Game-Changing Tools Behind Our Land Business Success

    Play Episode Listen Later Jun 2, 2025 16:09


    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.

    Winning Big? Here's How To Handle Jealous Friends

    Play Episode Listen Later May 30, 2025 14:19


    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.

    Land Investing Smarts: Insights From Other Real Estate Markets

    Play Episode Listen Later May 29, 2025 12:13


    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.

    The Difference Between Fast Money And Wealth Building

    Play Episode Listen Later May 28, 2025 18:15


    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.

    Finding Your Land Niche Market: When To Know You've Nailed It

    Play Episode Listen Later May 27, 2025 15:44


    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

    Why Flipping Land Crushes Rentals: 20 Deals Vs. 1 Property

    Play Episode Listen Later May 26, 2025 11:30


    What if you could make more money, in less time, with fewer headaches—without ever leaving your desk? In today's episode of The Land Academy Show, Steven Jack Butala and Jill DeWit unpack why flipping 20 land deals can easily beat holding one rental property. Spoiler alert: it's not just about the fast cash—it's about freedom, efficiency, and knowing the real math behind real estate. They unpack national data, compare profit margins, and share their own behind-the-scenes experiences that prove why land investing is the ultimate low-drama, high-return strategy. Whether you're new to land or wondering if rentals are really worth it—this episode will make you think twice.

    The Perfect Flip In 2025: Land & House Deals That Win

    Play Episode Listen Later May 23, 2025 12:55


    If you're looking around wondering, “What's happening in real estate right now?”—you're not alone. But here's the thing: times like these are when serious investors come out to play. Deals are out there, and savvy buyers are watching closely. You bought low. Now, the key is knowing who your buyers are—people just like you, ready to pounce on the right opportunity. In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit tackle what makes a land or house flip truly perfect in 2025—where to buy, what to look for, and how to position it for profit. We'll also tackle a real-world pricing question from a newbie investor and share the tricks we've used to make thousands of profitable deals. If you want to survive—and thrive—in this shifting market, this episode is for you.

    Flipping Land In 2025: How To Close Deals In 30 Days or Less

    Play Episode Listen Later May 22, 2025 11:01


    Is it still possible to flip land fast in this shifting market? In today's episode of The Land Academy Show, Steven Jack Butala and Jill DeWit break down what it actually takes to turn a deal in 30 days—or less—in the current buyer's market. With inventory high and expectations shifting, they dig into why your deals might be dragging, how to tighten up your acquisition strategy, and why emotional buys are still the kiss of death. Plus, they answer a hot question from the Discord community: How close do your comps really need to be? And they get real about sticking to your ROI goals, dialing in your pricing, and why Jill is unapologetically militant about walking away from anything that doesn't meet your criteria. If you're ready to stop spinning your wheels and start flipping faster, this one's for you.

    The First 3 Questions To Ask A Land Seller On The Phone

    Play Episode Listen Later May 21, 2025 13:28


    This week, we're diving deep into how to talk to sellers in 2025—because let's face it, things have changed. There's a perfect storm in real estate right now, and smart investors are adjusting fast. Today on The Land Academy Show, Steven Jack Butala and Jill DeWit break down the first three questions you should ask a land seller when they call—and trust us, these can make or break your deal. Forget wasting time on tire-kickers. With seller motivation higher than ever, it's all about getting to the truth—why are they selling, what price do they really need, and how fast do they want to close? Plus, Jack and Jill check in with their Land Academy community where real partnerships are forming and deals are getting done. Tune in because in 2025, it's not about doing more deals. It's about doing the right ones.

    Targeting Land Sellers Who Sell Below Market Value

    Play Episode Listen Later May 20, 2025 15:56


    What if you could zero in on landowners who are most likely to accept your low offer—and still make a profit even in a volatile market? In today's episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive deep into an insightful analysis from two Land Academy members who break down pricing trends and volatility ZIP code by ZIP code. You'll hear how market fluctuations, volatility data, and the concept of a “dollar breakpoint” can help you spot the right deals at the right time. They also show you how to make smarter acquisitions by understanding local market behaviors—so you're not just guessing, but making data-backed decisions that can lead to big returns.

    Mid-2025 Market Shift: Land And House Seller Profile—And What They Expect

    Play Episode Listen Later May 19, 2025 15:51


    Ever wonder what today's land and house sellers are really thinking? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive into the evolving seller profile of mid-2025—and it's not what it used to be. With the market shifting toward buyers and inventory piling up, understanding who's selling and why has never been more critical.But first, we're taking a detour through Greece, whiskey by the campfire, and a debate over Paris vs. Walmart, as Jack and Jill reveal their dream getaways and how they really define being pampered.Then it's back to business. Whether you're flipping land, navigating FHA offers, or rewriting your first three questions to sellers—this week is packed with actionable insights for savvy investors. The landscape is changing. Are you ready to adapt? Tune in now to find out what's motivating sellers in 2025—and how to use that insight to close better, faster deals.

    Is It Still A Land Buyer's Market? Strategies And Predictions For Real Estate Investors

    Play Episode Listen Later May 16, 2025 8:32


    Navigating the unpredictable landscape of real estate, especially the land market, requires insight and experience, and figuring out when it's a land buyer's market is key to success. In this episode, Steven Jack Butala and Jill DeWit dissect the current market dynamics, forecasting when this buyer's haven might shift. They tackle questions about long-term opportunities, partnership strategies for expanding business, and how current economic shifts impact land deals. If you're wondering whether to send out a ton of mail or when to capitalize on amazing, inexpensive properties, this is the episode to tune in to, packed with actionable advice and the straight-talk analysis you've come to expect from the Land Academy show.

    Family, Career, & Land Investing: Land Academy Member Nathan Cheung Does It All!

    Play Episode Listen Later May 15, 2025 27:33


    Balancing a demanding full-time career as a pharmacist with the dynamic world of land investing might sound impossible, but today's guest proves otherwise. In this episode, Steven Jack Butala and Jill DeWit chat with Nathan Cheung, a current Career Path member and dedicated family man, who has successfully navigated the journey from Land Academy podcast listener to thriving real estate investor. Nathan, a working professional with young children, reveals his data-driven strategies, his reliance on concierge services, and how he transformed initial $50k profits into an impressive $150k. This conversation is a must-listen for anyone seeking actionable insights on achieving financial freedom through land deals, all while juggling other life commitments.

    Supply And Demand Advantage: Your Ultimate Guide To Savvy Land Deals

    Play Episode Listen Later May 14, 2025 11:58


    Market dynamics can shift on a dime, and understanding the delicate balance of supply and demand is crucial for anyone looking to thrive in land investment. In this episode, Steven Jack Butala and Jill DeWit unpack the essential laws of supply and demand and how they directly impact the land business, revealing strategies to thrive even when market conditions shift. They delve into a real-world scenario of a penthouse condo pricing discussion and address a listener's question about mailing to zip codes with strong sales history but no current listings. Expect insights into identifying prime buying opportunities during periods of high supply and low demand, and learn why economic downturns can actually lead to record-breaking deals. Tune in to discover how understanding basic economics 101 can give you a major advantage in the competitive world of land acquisition and investing.

    Land Mailers That Get Results: What To Include (And Avoid)

    Play Episode Listen Later May 13, 2025 15:12


    In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive into the art of creating effective land mailers that get results. They share insider tips on what to include, what to avoid, and how small details can make a big impact. From personalized touches to professional design, they explore the elements that can transform a basic mailer into a response-generating powerhouse. Whether you're just starting out or looking to fine-tune your approach, this episode is packed with actionable insights to help you get your land offers noticed. Plus, they tackle a real-life question from a listener about data discrepancies—something every land investor should understand. Tune in for practical advice you can apply immediately!

    Smart Ways To Use AI In Your Land Biz (Without Losing Your Mind)

    Play Episode Listen Later May 12, 2025 22:23


    Things get real (and a little funny) as Steven Jack Butala and Jill DeWit dive into how to actually use AI in your land business today—without letting it script your entire life. In this Back to the Basics episode of The Land Academy Show, they break down why certain deals should never make it past your desk, especially those buried in steep HOA fees and niche communities. Learn how a single Discord post stirred up a valuable conversation on avoiding costly mistakes, filtering your mailers like a pro, and using AI as a smart, practical tool (not your business brain). Bonus: Some candid banter and lessons on what won't change in your relationship—no matter how advanced AI gets.

    Direct Mail: Dead Strategy Or Goldmine For Land Investors?

    Play Episode Listen Later May 9, 2025 14:34


    Are mailers outdated—or are they the secret weapon behind millions in land deals? The Land Academy Show, Steven Jack Butala and Jill DeWit break down the true cost of sending out a land offer campaign and why it's still one of the most effective tools in their real estate arsenal. They tackle a tough question from Stanley: How much money do you really make from mailers, and how much of that comes from experience? You'll hear real numbers, learn how deal size strategy impacts returns, and discover why a newly engaged couple is betting big on bigger deals. Plus, get an inside peek into what it's like to run a land business—and a marriage—together, complete with truck campers, solo sandwich getaways, and a liquor store of love. If you're wondering whether to invest in mail or just stick to texts, this episode might change your game.

    Why Your Land Offers Don't Work – It's Not What You Think

    Play Episode Listen Later May 8, 2025 13:35


    Think pricing is everything in land deals? Think again. In today's episode of The Land Academy Show, Steven Jack Butala and Jill DeWit bust one of the biggest myths in the land investing world: that offering more money gets you more deals. Spoiler alert — it's not about the numbers, it's about psychology. They dive deep into why most people price their land offers wrong, what happens when you send a neutral letter, and how a well-placed dollar amount can make or break your success. Plus, a little banter about Bloody Marys and why Jill's not taking any calls from dreamers. Tune in to save yourself time, money, and a whole lot of headaches.

    Neighbor Letters: The Underrated Land Sale Strategy That Works

    Play Episode Listen Later May 7, 2025 8:46


    We're still dishing out gold! Today on The Land Academy Show, Steven Jack Butala and Jill DeWit take a closer look into one of the most effective (and surprisingly underused) tools in your land-selling arsenal: the neighbor letter. Want to sell your property fast, off-market, and without paying hefty agent commissions? This little letter could be your secret weapon. But wait—this episode isn't all business. Along the way, they riff on dolled-up selfies, driveway car sales, and what it really means to put yourself out there. Whether you're in land investing or just love a good back-and-forth, this one's equal parts strategy and sass. Tune in and learn why neighbor letters work nearly 50% of the time—and how to use them before someone else does.

    Mastering The Art Of Land Mailer Messages: Unlocking Response Success

    Play Episode Listen Later May 6, 2025 12:43


    What if the secret to making your land mailers not only stand out but also get a response lies in the power of the right message? In today's episode of The Land Academy Show, Steven Jack Butala and Jill DeWit explore the power of the right land mailer message—because sending out mailers is only half the battle; the real magic happens when your message resonates with the recipient. Jill and Jack share insider tips on how to craft a message that stands out in a crowded mailbox and encourages the response you're looking for. From the importance of a professional email address to connecting with your audience on a personal level, they break down the essentials for making your mailer work harder for you. Plus, they reveal common mistakes to avoid so you don't lose out on valuable opportunities. Stick around for an episode packed with actionable insights and a touch of humor—because, let's face it, Jill and Jack's dynamic is anything but mechanical!

    Unlocking Hidden Land Deals: How To Find Motivated Sellers Below Market Value

    Play Episode Listen Later May 5, 2025 14:32


    In today's episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive into a unique strategy that's been a game-changer for land investors. Imagine being able to connect with landowners who are eager to sell their property below market value—sounds too good to be true, right? Well, for Jack and Jill, it's not just possible—it's their business model. Join us as they break down how they've mastered the art of reaching motivated sellers, how a simple letter can trigger big opportunities, and why the real estate market is ripe with untapped potential. Plus, Jack shares a fun analogy that will make you rethink how you approach land deals. If you've ever wondered how to find those golden opportunities, this episode is for you.

    The Future Of Land Investing: What The Next 5 Years Will Bring

    Play Episode Listen Later May 2, 2025 10:08


    Welcome to another exciting episode of The Land Academy Show! Today, Steven Jack Butala and Jill DeWit tackle the future of land investing. What will the next five years look like? The landscape is changing fast, with technology evolving and new tools on the horizon that could change the game. But don't worry – the core principles of connecting with sellers and making smart, personal relationships will never change. Tune in as they break down how embracing new tech can lead to faster deals, better profits, and a brighter future for land investors. Whether you're just starting or looking to scale, this episode is packed with valuable insights you won't want to miss!

    Looks Can Be Deceiving: When To Walk Away From A “Great” Land Deal

    Play Episode Listen Later May 1, 2025 11:08


    What do a picture-perfect land deal, a stunning supermodel, and a sizzling Jet's Pizza have in common? Sometimes you need to walk away. In this candid and comical episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive into why not every tempting offer is worth the trouble—whether it's real estate or a garage-busting classic car. They share real-life examples from their own land deals (yes, two just today!) and sprinkle in some surprising analogies you won't see coming. Plus, they answer a heartfelt question from a new Land Academy member juggling family, work, and the dream of building something bigger. The takeaway? Success is great, but not at the cost of imbalance at home. Tune in for laughs, wisdom, and practical tips on making smart, strategic exits—before the pain outweighs the reward.

    Why Your Land Business Is Stuck — And How To Get It Moving Again

    Play Episode Listen Later Apr 30, 2025 9:53


    Feeling like your land business is at a standstill? You're not alone. Today on The Land Academy Show, Steven Jack Butala and Jill DeWit unpack the two major reasons why your land deals might not be going as planned. From not sending enough mail to missing key personal accountability, they dive into the mechanics of overcoming those roadblocks. Plus, they'll share some eye-opening tips on staying confident and taking action—whether you're dealing with land deals or personal challenges. Tune in to discover how showing up and taking responsibility can transform your business! Whether you're a seasoned pro or just starting out, this episode will help you push through the frustration and find your momentum again.

    Best & Worst States For Buying Land – Market Trends You Need To Know

    Play Episode Listen Later Apr 29, 2025 13:52


    Want to know where land is flying off the market—and where it's sitting for months? In today's episode of The Land Academy Show, Steven Jack Butala and Jill DeWit tackle one of the hottest questions in real estate: What are the best and worst states to buy land right now? From data-packed spreadsheets to real-world experience, they break down how to use market velocity, zip code stats, and a little bit of intuition to pick the right spots. Spoiler: it's not just about the state—it's about what the numbers are telling you. Whether you're ready to send your first mailer or fund your next deal, this episode will help you get a running start.

    Price Adjustments, Not Haggling: Winning Land Deals Without Losing Credibility

    Play Episode Listen Later Apr 28, 2025 17:42


    Negotiation can feel like a high-stakes game—but when it comes to land deals, it doesn't have to be. The secret? Price adjustments, not haggling. In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit break down how to adjust your offer without losing the deal or your credibility. They share practical insights on when to hold firm, when to flex, and why a thoughtful approach beats haggling every time. Plus, they offer guidance for anyone transitioning into full-time land investing—how to manage the workload, what to outsource, and how to stay the course. It's a real-world look at the mindset and strategy behind sustainable success in land investing.

    Future-Proofing: Will Real Estate Investment Survive AI?

    Play Episode Listen Later Apr 25, 2025 15:57


    Will real estate investment as we know it even exist in the age of AI? Buckle up, because Steven Jack Butala and Jill DeWit are diving headfirst into that very question! Hot off their monthly mastermind call with their Career Path alumni, they're tackling the elephant in the room: how is artificial intelligence already shaking up the real estate game, and where is it headed? This isn't just theory, folks. They're also unpacking a listener's burning question about whether real estate can even be considered "scalable" (hint: Steven has some very specific thoughts on that!) and what it really means to design a business that gives you freedom. Get ready for a lively debate, a few tangents, and some seriously insightful takes on navigating the wild, ever-changing world of real estate in the age of AI. If you're wondering how to stay ahead of the curve and keep your investments thriving, this is one episode you absolutely cannot miss!

    Jill's Top Takeaways From Coaching Land Academy Members

    Play Episode Listen Later Apr 24, 2025 11:41


    Ever wonder what separates the Land Academy members who talk about success from the ones who make it happen? In today's episode of The Land Academy Show, Steven Jack Butala and Jill DeWit share the powerful real-life transformations happening behind the scenes—straight from recent consulting calls with ambitious Land Academy members. You'll hear stories of brand-new investors taking fast, focused action… seasoned pros making bold pivots to scale faster… and partners learning to streamline and delegate their way to $100K months. From spreadsheets to seller financing struggles, to 4am Zoom calls and website makeovers—this episode is packed with practical takeaways, inspiring wins, and a reminder that the right support can change everything. Whether you're just getting started or ready to level up, this one's for you.

    Outsourcing Secrets For Land Investors: Work Less, Earn More

    Play Episode Listen Later Apr 23, 2025 15:11


    Ever dreamed of sipping coffee while the deals roll in—and someone else answers the phone? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit get real (and hilarious) about the parts of your land business you shouldn't be doing yourself. From hiring call services to writing your own “You're fired!” letter for a qualifying life event (true story), they share smart strategies for outsourcing like a pro—so you can take that camping trip without losing momentum. Tune in to hear the outsourcing move that changed everything for Steven, Jill's laugh-out-loud solution to getting health insurance, and a candid look at how to actually create freedom in your business. Whether you're just starting out or scaling fast, this one's packed with practical advice, a bit of philosophy, and the usual Land Academy wit.

    How To Successfully Buy Land When Values Are Going Down, Not Up

    Play Episode Listen Later Apr 22, 2025 15:17


    When land values are dropping fast, how do you still come out on top? In today's episode of The Land Academy Show, Steven Jack Butala and Jill DeWit tackle the tough truth about a declining real estate market—and show you how to not just survive, but thrive. With four recessions under his belt, Steven reveals proven strategies for buying land way below market value, even when the market's in free fall. Plus, they dig into a hot question from the Land Academy community: What do you do when a deal hits a snag due to a private road access issue? You'll hear expert insights, personal stories, and real-world advice on how to create value, overcome title troubles, and turn a tricky parcel into a profitable win. If you're buying land in a shifting market, this is the episode you can't afford to miss. Press play and learn how to make smart moves when the market gets shaky.

    Choosing Online Communities That Elevate You

    Play Episode Listen Later Apr 21, 2025 13:22


    In a world saturated with online communities, how do you discern the groups that genuinely elevate you? Today on The Land Academy Show, Steven Jack Butala and Jill DeWit delve into the critical art of choosing internet groups that foster personal growth, sparked by their deep-dive with Land Academy members. From navigating the complexities of land valuation in large zip codes to the broader quest for meaningful online connection, this episode challenges you to reconsider the value of your digital circles. Are you learning, growing, or simply scrolling? Tune in to find out.

    How To Maximize Returns During A Recession

    Play Episode Listen Later Apr 18, 2025 14:20


    Recession should never be seen as the lowest point of the real estate market. In fact, it is probably the best time to buy or invest in properties. Steven Jack Butala and Jill DeWit discuss why you should not panic during such a market condition and instead take advantage of it to make a considerable profit.

    Consistency Beats Talent: The Secret To Land Investing Success

    Play Episode Listen Later Apr 17, 2025 15:19


    In the wild world of land investing, consistency beats talent every single time, and in this episode, Steven Jack Butala and Jill DeWit dive deep into why showing up and putting in the work is the true secret sauce to success. Forget natural-born genius; it's all about the daily grind, the willingness to learn from failures, and the sheer grit to stick with it. Steven and Jill share personal anecdotes, discuss a listener's intriguing offer dilemma, and unpack how "gross overachievers" aren't necessarily the smartest, but they sure are the most consistent. Tune in to discover how to apply this philosophy to your own land investing journey and why, in the end, it's the relentless effort, not innate talent, that leads to real, lasting results.

    Land Investing Real Talk: Why It's Not For Everyone (And Why That's Okay)

    Play Episode Listen Later Apr 16, 2025 11:34


    Thinking about getting into land investing? It's not as simple as it seems! In this episode, Steven Jack Butala and Jill DeWit are laying down the truth about who is really cut out for this business. They dive deep into why just wanting to make money isn't enough. Steven and Jill break down the essential entrepreneurial spirit, the mental toughness required, and why a solid, detailed process is non-negotiable for success. They share real-life examples and cut through the misconceptions, revealing that buying and selling land successfully demands a unique mix of strategy and resilience. If you're considering this path, you need to hear this candid discussion and assess if you truly have what it takes. Join Steven and Jill as they provide a reality check on what it really means to thrive in the world of land deals.

    Common Mistakes In Selecting A County For Mailers

    Play Episode Listen Later Apr 15, 2025 9:48


    There are some mistakes you could make when selecting a county for mailers. What are they and how to avoid them? Steven Jack Butala and Jill DeWit are here to discuss how you should do this particular task with proper planning and research to steer clear of making poor decisions. They also talk about the benefits of getting access to inside information and the importance of taking a data-driven approach when handling real estate deals.

    Land Seller Conversations: What Sellers Say Vs. What They Mean

    Play Episode Listen Later Apr 14, 2025 18:46


    Ever feel like there's more going on in your land seller conversations than what's actually being said? In this episode of The Land Academy Show, Steven Jack Butala and Jill DeWit dive into the subtle art of reading between the lines when talking to sellers—because the real story is often hidden in what isn't said out loud. From decoding seller motivations to avoiding common Florida land pitfalls, you'll get sharp insights and a few laughs as they navigate everything from floodplains to relationship jokes. Welcome to episode 2,169—where common sense meets real estate strategy!

    The Surprisingly Simple Daily Routine That Keeps Your Land Business Running Smoothly

    Play Episode Listen Later Apr 11, 2025 13:22


    Ever wonder why some land investors seem to glide through deals while others are constantly firefighting? Steven Jack Butala and Jill DeWit crack the code: it's all in the daily routine. But forget rigid schedules; this episode dives into the why behind a structured day, revealing how it's not just about tasks, but about aligning your business with your life's purpose. Get ready to ditch the overwhelm as Jack and Jill share their hard-earned wisdom on building a daily rhythm that fuels both your land ventures and your personal well-being. This isn't just about calendars; it's about creating a sustainable, joyful, and profitable land business.

    Maximize Your Land Investing Profits: Cut Out These Time-Wasters

    Play Episode Listen Later Apr 10, 2025 11:38


    Are you ready to reclaim your time and maximize your profits in land investing? In this episode, Steven Jack Butala and Jill DeWit tackle the biggest land investing time-wasters that can sabotage your success. Discover the common pitfalls that drain your productivity and learn actionable strategies to streamline your processes. From the beginning to the end of your deals, we'll pinpoint where time leaks occur and how to plug them. Stop spinning your wheels and start achieving real results by focusing on what truly moves the needle.

    The #1 Mistake Investors Make On Seller Calls: Avoid This Pitfall

    Play Episode Listen Later Apr 9, 2025 18:16


    Do you know the number one mistake that could be costing you real estate deals? This episode dives into the critical skill of handling seller calls. Steven Jack Butala and Jill DeWit reveal the most common pitfalls investors make and provide actionable strategies to transform your approach. Learn how to build rapport, ask the right questions, and position yourself for successful negotiations. Stop losing out on opportunities and start closing more deals by mastering the art of the seller call.

    What's Happening During Real Estate's Q2 2025

    Play Episode Listen Later Apr 8, 2025 13:45


    Steven Jack Butala and Jill DeWit share an update on the real estate market for Q2 2025. Sharing personal experiences and business advice, they discuss how to navigate interest rates, market dynamics, and property price increases. They also reveal where and what to buy during this year's second quarter.

    Targeting Land Sellers Selling Below Market Value

    Play Episode Listen Later Apr 7, 2025 13:58


    Steven Jack Butala and Jill DeWit share valuable strategies on how to target land sellers who are most likely to sell below market value. They discuss the importance of embracing a data-centric approach, targeting specific markets with high demand, and sending out offers to property owners.

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