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The Land Investing Business Secrets

Hosted by Jessey at Pebble · business · EN-US · 173 episodes

Audience: 6

About this Podcast:

Learn how to fully utilize simple digital marketing strategies and tools for your vacant land investing business. Learn about tested methods and avoid some of the difficult lessons so that you can fast track your own investing with minimal risk. The Land Investing Business Secrets Podcast show by Pebble, hosted by Jessey Kwong, reveals the strategies to growing, scaling, and building your sustainable land investing business all behind your laptop and smartphone form anywhere around the world!

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Contact path

Verified email

Booking probability

35%

Guest openness

Selective

Verified email on file
80/100
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Questions about The Land Investing Business Secrets

What is The Land Investing Business Secrets about?

Learn how to fully utilize simple digital marketing strategies and tools for your vacant land investing business. Learn about tested methods and avoid some of the difficult lessons so that you can fast track your own investing with minimal risk.

What has The Land Investing Business Secrets covered recently?

Recent episodes include "The Cheapest Money Isn’t Always the Best Money for Land Deals (Podcast Ep#173)" (15 October 2026, 29 minutes), "Finding the Right Developer for Your Land (Podcast Ep#172)" (24 September 2026, 32 minutes), and "Boring Land Deals Are Winning (Podcast Ep#171)" (10 September 2026, 33 minutes).

How often does The Land Investing Business Secrets publish?

The Land Investing Business Secrets publishes roughly every two weeks, with episodes averaging 35 minutes across 173 episodes.

How hard is it to get booked on The Land Investing Business Secrets?

Booking probability for The Land Investing Business Secrets is 35%, and the host is rated Selective on guests. The Land Investing Business Secrets requires a Pod Score of 80 or higher. The Land Investing Business Secrets's contact route on record: verified email.

Who should pitch The Land Investing Business Secrets?

The strongest fits for The Land Investing Business Secrets are Property Management & Appraisal. The Land Investing Business Secrets has a business audience.

About the host

The Land Investing Business Secrets is a business show with 173 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Episode #173

    The Cheapest Money Isn’t Always the Best Money for Land Deals (Podcast Ep#173)

    Oct 15, 202629 min

    Drew Haney is back on the show, and this time Jessey and Drew dig into a question every land operator faces: where should the money for your deals come from? Drew went from flipping around 300 deals himself to funding...

  • Episode #172

    Finding the Right Developer for Your Land (Podcast Ep#172)

    Sep 24, 202632 min

    What actually goes into developing a piece of land, and where do projects usually start going wrong?In this episode, Jessey sits down with developer Eugene Gershman to talk about what he's learned from more than 20...

  • The Land Investing Business Secrets

    Boring Land Deals Are Winning (Podcast Ep#171)

    Sep 10, 202633 min

    After being involved in nearly 1,000 land deals, Drew Haney has enough data to start seeing some pretty clear patterns.In this episode, Jessey and Kevin sit down with Drew to talk through what the numbers are actually...

  • Episode #170

    How I Handle Messy Property Titles (Podcast Ep#170)

    Aug 27, 202643 min

    Jessey catches up with Karl James, a familiar face on this show and someone who was there for a lot of his early days in land. Karl retired from a decades long career a few years back and now treats land as a hobby he...

  • Episode #169

    Why We're Falling Back On Mailing for Land (Podcast Ep#169)

    Aug 6, 202633 min

    essey catches up with Dave Denniston, a returning guest last on the show back at episode 96, two years and a lot of changes ago. Dave has shifted his business toward subdivides and messy title deals, but along the way...

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  • Episode #168

    Winning Strategy to LandLocked Properties (Podcast Ep#168)

    Jul 16, 202638 min

    Jessey sits down with Travis King, a familiar face on this show and the host of The King Show, to talk about a strategy most land investors skip entirely: landlocked properties. While everyone else scrubs these parcels...

  • Episode #166

    The Data Mistakes Costing You Land Deals (Podcast Ep#167)

    Jul 2, 202630 min

    Jessey sits down with Courtney and Skyler, the team behind Terra Data Consulting, to break down what most land investors get wrong when it comes to their data. Courtney's background in data science led her into land...

  • Episode #166

    He Made Every Land Mistake So You Don't Have To (Podcast Ep#166)

    Jun 18, 202629 min

    Jessey sits down with Joshua Kagan, a real estate veteran with 15 years of experience across fix and flips, commercial real estate and single family rentals who discovered land investing just two years ago and has not...

  • Episode #165

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

    Jun 4, 202632 minS0

    <p>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...

  • Episode #164

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

    May 21, 202646 minS0

    <p>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...

  • Episode #163

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

    May 7, 202633 minS0

    <p>Jessey sits down with Joe McCall, a real estate investor who has been in the game since 2006 across houses, wholesaling and now land. </p><p><br></p><p>Joe is seeing something a lot of people are missing right now...

  • Episode #162

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

    Apr 23, 202642 minS0

    <p>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...

  • Episode #161

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

    Apr 9, 202620 minS0

    <p>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.</p><p>Michael focuses on the bottom...

  • Episode #160

    When You Know You Should Be Subdividing (Podcast Ep#160)

    Mar 26, 202634 minS0

    <p>In this episode, Jessey talks with Casey Cavell about subdividin​g, bigger land deals, and how to think beyond just flipping one property at a time.<br>​<br>Casey shares how he got into real estate, why he moved into...

  • Episode #159

    You're looking at doing land deals the wrong way. (Podcast Ep#159)

    Mar 12, 202632 minS0

    <p>In this episode, Jessey sits down with Mason McDonald to talk about what’s actually working right now in the land business.Mason’s been deep in the land world for years now, and since the last time he was on the show...

  • Episode #158

    Buyer’s Market: How Deals Still Sell (Podcast Ep#158)

    Feb 26, 202633 minS0

    <p>n this episode of the Land Investing Business Secrets podcast, Jessey sits down with Chris Duff of Serious Land Capital to break down what’s really happening in today’s buyer’s market and how experienced operators...

  • Episode #157

    How I Consistently Close Land Deals (It’s Boring) (Podcast Ep#157)

    Feb 12, 202627 minS0

    <p>In this episode, Andrew Baughan shares how he consistently closes land deals by focusing on follow-up, targeted mailing, and simple systems that work long-term. He explains why boring, repeatable processes beat...

  • Episode #156

    Boring but it works! (Podcast Ep#156)

    Feb 5, 202636 minS0

    <p>Jessey sits down with investor and funder Drew Haney to talk about what’s really working in 2026—hint: it’s not the newest shiny strategy. </p><p>Drew shares why boring systems still outperform trends, how he vets...

  • Episode #155

    Why I’m Done Flipping Infill Lots (Podcast Ep#155)

    Jan 15, 202637 minS0

    <p>Dan Haberkost returns for a year-later update with Jessey to break down why he's pulling back from infill lots and going all in on large rural acreage deals. From process servers to subdivides to legal access...

  • Episode #154

    It worked in 2025... Will it in 2026? (Podcast Ep#154)

    Jan 1, 20261 hourS0

    <p>What actually worked in 2025, and what is starting to fade in 2026?In this year-end panel, Jessey and Kevin sit down with Kay Walker, Josiah Ronco, and Scott Morongell to break down what's still working, what has...

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