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

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Author

Jessey Kwong

Pebble Co-Founder

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

Feb 25, 2026

Podcast

In 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 are still closing profitable deals.

Chris shares why his team shifted toward higher-value properties, how underwriting has changed in tougher markets, and what it really takes to succeed when volume is down and competition is up.

They also dive into creative deal structuring, navigating difficult acquisitions, and why focusing on one business can be more powerful than chasing multiple opportunities.

If you’re investing in land or real estate in today’s market, this episode offers practical insight on how to adapt, stay profitable, and play the long game.

✅ What You’ll Learn:

  • Why fewer small deals are working in today’s market

  • How Serious Land Capital evaluates higher-value properties

  • What “elbow grease” really looks like in tough deals

  • Why cash flow and discipline matter more than ever

  • How to think long-term in a buyer’s market

  • Lessons from running and scaling multiple businesses

  • Market outlook for land investing in 2026


Shownotes:

🔗 Learn more about Chris and Serious Land Capital:
https://seriousland.capital

Launch + track your next campaign for free.

Land investing is messy. Get organized and grow your land business with one platform beyond a CRM — with property data, call handling, follow-up, and deal management, it’s everything your team needs to run a successful land business.

By subscribing you agree to with our Privacy Policy and provide consent to receive updates from our company.

© 2026 Pebble REI Inc. All rights reserved.

Launch + track your next campaign for free.

Land investing is messy. Get organized and grow your land business with one platform beyond a CRM — with property data, call handling, follow-up, and deal management, it’s everything your team needs to run a successful land business.

By subscribing you agree to with our Privacy Policy and provide consent to receive updates from our company.

© 2026 Pebble REI Inc. All rights reserved.

Launch + track your next campaign for free.

Land investing is messy. Get organized and grow your land business with one platform beyond a CRM — with property data, call handling, follow-up, and deal management, it’s everything your team needs to run a successful land business.

By subscribing you agree to with our Privacy Policy and provide consent to receive updates from our company.

© 2026 Pebble REI Inc. All rights reserved.

Launch + track your next campaign for free.

Land investing is messy. Get organized and grow your land business with one platform beyond a CRM — with property data, call handling, follow-up, and deal management, it’s everything your team needs to run a successful land business.

By subscribing you agree to with our Privacy Policy and provide consent to receive updates from our company.

© 2026 Pebble REI Inc. All rights reserved.