
The Land Investing Business Secrets
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!
Latest episodes

Apr 11, 2024 • 47min
Boost Your Call Answer Rate by 95.6% with this ONE change 😲 (Podcast Ep#108)
Ajay, a seasoned sales expert in land investing, shares his secrets on improving call answer rates and overcoming objections. He reveals key metrics, disqualifying leads, and breaking through common objections. Ajay discusses his journey from 23% to 45% call-answer rate and emphasizes mentorship and masterminds for success.

Mar 28, 2024 • 40min
“Quick Cash Close” is Killing Your Marketing (Podcast Ep#107)
After doing 200+ land deals, Dan Haberkost knows what it takes to build campaigns that convert.
Starting in real estate at the ripe old age of 21, Dan did his first flips while still in college and got into land shortly thereafter as a way to fund his long-term buy-and-hold strategy.
To create the cash flow required to buy properties though, you need to get pretty good at one thing…
Marketing.
What Dan discovered early on is that the big pain points everyone else was beating to death – like “Quick Cash Close” – weren’t moving the needle with his target sellers.
In this episode, Dan breaks down why that messaging doesn’t work and what he does instead.
*IN THIS EPISODE LISTEN AND LEARN:*
- Marketing strategies that have helped Dan close hundreds of deals
- The biggest concerns sellers have

Mar 28, 2024 • 53min
The Cure to Your Scaling and Hiring Problems? (Podcast Ep#106)
Teacher turned entrepreneur Kendall LeJeune shares insights on building scalable business systems, overcoming fear in land investing, and hiring strategies. Emphasizes the importance of embracing challenges, dialing in processes, and leveraging time effectively for success.

Feb 22, 2024 • 47min
Mail Isn’t Dead! Is Now the Time to Double Down on Mailers? (Podcast Ep#105)
JT Olmstead shares his direct mail success story, emphasizing the effectiveness of scaling up mail operations. He delves into pricing strategies, KPI tracking, and the importance of consistent follow-ups. Discover his mailing strategy, pricing insights, and the impact of data analysis on business growth in this engaging episode.

Feb 8, 2024 • 47min
Closing More Land Deals with Cold Calls (Not Mailers!) (Podcast Ep#104)
Learn how Joe Roberts transitioned from direct mail to cold calling to close more land deals. Discover the benefits of cold calling over direct mail, effective phone negotiations, and the importance of building rapport. Explore the Dirt Hacker Challenge for business growth and personal insights from balancing multiple businesses. Get tips on potential podcast guests and outsourcing cold calling for lead generation.

Jan 11, 2024 • 49min
Can Community Make You a Better Investor? (Podcast Ep #103)
There’s an old proverb that goes like this: “If you want to go fast, go alone. If you want to go far, go together”.
Wayne Boerger’s land investing journey aligns quite well with that.
Picking up the trade as a side hustle during the pandemic as many others did, it wasn’t until 2023 and not one but two layoffs that he decided to cut the shore line of corporate life and go all in on land.
How’d he make it work after nearly a decade with SalesForce?
Community and accountability.
Sounds simple but getting into a community and showing up consistently can get you past all the blockers in your way – and it’s an extremely helpful hack for getting you over imposter syndrome which is so common amongst entrepreneurs.
Listen in and see how community is helping set Wayne up for a 7-figure year.
IN THIS EPISODE LISTEN AND LEARN:
The value of joining an accountability group or communityContrarian advice that’ll keep you in the gameWhy vulnerability is a superpower

Dec 28, 2023 • 23min
23 Biggest Land Lessons of 2023 (Podcast Ep #102)
In this year-end special, the podcast features the 23 biggest land investing lessons of 2023. Topics include AI, the Donut Strategy, automation, hiring practices, delegation, building trust with websites, targeting bigger deals, and more!

Dec 14, 2023 • 50min
The Holy Grail for Land Investors (Podcast Ep #101)
Travis King shares his new book, The Land Investor’s Playbook, which explores various plays, tips, and tricks for success in the land investing business. The book covers unconventional plays like assignments and wholesaling, and teaches how to stack plays to appreciate value and create recurring income. Travis discusses the challenges faced while putting together the book and emphasizes the importance of systemization and clarity in land investing. He also highlights the significance of recognizing opportunities, building a playbook, and having a diverse range of plays in the land business.

Nov 30, 2023 • 1h 12min
What we learned in 3 years of Pebble (Podcast Ep #100)
Founders Jessey and Kevin reflect on the journey of building their SaaS company Pebble, discussing hiring, core values, and aligning goals. They emphasize the importance of building a team, scalable processes, and delegation. They also share their current TV show preferences and book recommendations.

Nov 16, 2023 • 36min
College Basketball Coach to Mega Land Investor (Podcast Ep #99)
It was a 5-second decision. When his brother Daniel (ep. 97) approached him with the idea of getting into land, Ron sold off his 401k, liquidated his stocks and went all in.
With no background in real estate and entrepreneurship, it was sheer tenacity, belief in the process and good old-fashioned grinding that brought Ron and Daniel to incredible heights and the freedom they’d both been looking for.
In this episode, Ron walks us through their partnership, the early days and how he went from saving $5,000 in three years as a basketball coach to averaging $20k profit per flip soon after getting started in land.
IN THIS EPISODE LISTEN AND LEARN:
- Why it’s important to do every job in your business before outsourcing it
- How Ron and Daniel split their roles within their business
- The one thing that kills most partnerships