The Land Investing Business Secrets

Behind the Scenes of a $3M Land Business (Podcast Ep#165)

Jessey sits down with Cameron Schulz, operations manager at Generation Family Properties, the land investing business founded by Dave Denniston. Cameron is 24 years old, two years into his role, and responsible for keeping a 14 person remote team running smoothly while Dave splits his time between land and his financial planning business. This episode is a rare look inside the day to day of a scaled land business from someone who is not the founder. Cameron talks about managing closings, putting out fires, building culture across a global remote team and what it actually takes to keep a business moving forward when you are not the one writing the checks. If you are building a team or thinking about your next hire this one is worth your full attention. What you'll learn in this episode: * What an operations manager actually does inside a scaled land business * How GFP keeps core values alive across a fully remote international team * Why culture and the right people matter more than processes alone * What to look for when hiring someone to run your operations Shownotes: landunconference.com [https://www.google.com/url?q=http://landunconference.com&sa=D&source=calendar&ust=1780937260311438&usg=AOvVaw2P7uJjY0a-kLo1j5jXvYs6]cameron@genfamland.com [cameron@genfamland.com]

Why Land Deals Die on the Phone (Podcast Ep#164)

Jessey sits down with Sumner Healey, land investor, founder of LIA and co-founder of Land Insights, for a candid conversation about what it actually takes to scale a land business in today's market. Sumner pulled back from his land business for two years, kept it on maintenance mode, and still did $500,000 in profit annually. Then in 2025 he went all in and everything exploded.In this episode Sumner breaks down the sales system behind 17 acquisitions in a single month, how he cut his days on market from 120 down to 21, and the one tactic that gave him a 50% lift in close rate that most land investors are completely skipping.If you have ever lost a deal after a good conversation with a seller, this episode will tell you exactly why and what to do about it.What you'll learn in this episode:- Why walking sellers through a contract live on the phone can lift your close rate by 50%- How to pre-qualify sellers using the Three Whys framework- Why objections are actually a good sign and vague ones are the real problem- The difference between cowboys and nerds in land and how to know which one you are Connect with Sumner Healey: LIA Community: https://www.skool.com/lia/about Land Insights: https://www.landinsights.co Email: sumner@landinvestor.co 30 day free trial to Land Insights Pro plus $200 in credits for podcast listeners

How To Follow The Market And Mail (Podcast Ep#163)

Jessey sits down with Joe McCall, a real estate investor who has been in the game since 2006 across houses, wholesaling and now land. Joe is seeing something a lot of people are missing right now: direct mail response rates are actually going up, not down. And he has the data to prove it. In this episode Joe breaks down his exact process for finding where the money is moving, drilling down to the right zip codes, and sending simple ugly postcards that get sellers calling. No fancy systems, no secret lists. Just brilliant basics done consistently. If you have been on the fence about direct mail or second guessing your market, this episode will set you straight. What you'll learn: - How to use Landwatch, Redfin and ChatGPT to find the most active markets right now - Why ugly plain text postcards outperform glossy mailers every single time - How Joe averages $750 to $1,000 in marketing cost per deal using direct mail - Why 75% of deals come from follow up and how to build a system around it 0:00 Introduction 1:11 Why Joe thinks the doom and gloom narrative is wrong 2:55 13% response rate on postcards and what that means 4:49 How to follow the money using Landwatch and Redfin 6:01 Drilling down from state to county to zip code 8:38 How to use ChatGPT to analyze sold data fast 9:01 Building your list and filtering for motivated sellers 10:17 The third notice postcard and how Joe softened it 11:06 The ninja trick: answer the phone live when they call 12:46 Why 75% of deals come from follow up 15:49 Why uglier postcards get more calls 18:05 Direct mail response rates are actually rising right now 19:03 How many postcards Joe sends per week and per zip code 23:49 Why postcards outperform letters every time 28:02 Stop reinventing the wheel, go where the money is going 32:38 Sell people what they want, not what you have Connect with Joe McCall: YouTube: https://www.youtube.com/@Joe-McCall Podcast: search Joe McCall on any podcast platform Book: FlipDirtBook.com Shownotes: Winning Postcards Framework Webinar / May 12 at 11am PST/2pm EST Save your spot: www.pebblerei.com/winningpostcards

Why Your Mailer Needs to Be an Interrupter (Podcast Ep#162)

Jessey sits down with Rhea Campbell, a land investor, lender, and full time entrepreneur who has built a portfolio spanning land, hotels, RV parks, restaurants and a brand new golf course. But before any of that, she had to figure out how to get sellers to actually respond. In this episode Rhea breaks down why most land mailers are completely forgettable and what she does differently to make sellers stop, read and pick up the phone. She calls it the interrupter and once you hear it you will never look at your mailer the same way again. This one is part tactical, part inspirational and packed with real talk from someone who has done it at scale. What you'll learn in this episode: * Why your mailer looks like every other land investor and how to fix it * What an interrupter is and how to use it to get more callbacks * How to shift from a shotgun mailing approach to a sniper strategy * Why getting someone on the phone is where the real magic happens Connect with Rhea Campbell:Instagram: @rheacampbell_ORDFunding inquiries: reach out via Instagram

You’re Doing Due Diligence Wrong (Here’s Why) (Podcast Ep#161)

In this episode, Jessey sits down with Michael Robertson to break down how he’s getting more deals by going deeper on his list and doing something most investors completely ignore. Michael focuses on the bottom of the funnel, people who actually need to sell, and instead of just doing due diligence on the property, he goes deep on the seller. They get into how he builds his lists, what he looks for before making an offer, and how he structures multiple offers so sellers end up choosing the deal that works best for him. This is one of those episodes where you’ll want to take notes. What you’ll learn on this episode: * How to build a more targeted list by focusing on motivated sellers * Why doing due diligence on the seller (not just the property) changes your margins * How to structure multiple offers so sellers negotiate against themselves * Where Michael is actually finding deals and buyers right now 📱 Connect with Michael Robertson * TikTok: Flip4RealPros * Facebook Group: Flipping for Real Estate Professionals * Phone: 850-377-2203