How to Avoid Making Catastrophic Mistakes Buying Land
CEO of leading real estate CRM platform Pebble Jessey Kwong sits down with 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 looked back since. Joshua recently published The Smart Land Investor, an Amazon number one new release in real estate, and every lesson in it came from a mistake he made himself.
In this episode Joshua gets candid about what is actually changing in land right now, from increased competition and seller bake-offs to markets that were hot a year ago and are now cooling down. He also walks through how he picks markets, how he A-B tests his mailers and a recent Arizona subdivision deal that came together cleanly from start to finish.
If you are newer to land or just want to tighten up your due diligence, this episode is a practical and honest look at what it takes to do this right.
Stuck at Small Deals? Here’s How to Scale Your Land Business.
Key Takeaways:
● Prioritize long-term, value-aligned funding and partnerships
● Use data-driven market selection and absorption rates to find demand
● Conduct thorough due diligence to avoid costly land risks
● Improve acquisition results through A/B testing and targeted outreach
● Track core KPIs to measure real growth and profitability
● Leverage minor subdivisions for simple, scalable arbitrage
Locked Out of Real Estate? Why Land Is a Smart First Step to Owning Real Assets
Key Takeaways:
● Reframe land as a viable first step into real asset ownership
● Understand how regulation limits access to private investments
● Recognize why stranded land assets create opportunity on both sides of the market
● Apply first-principle thinking when evaluating land deals
● Embrace action over perfection when building in capital-intensive spaces