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

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Jessey Kwong

Pebble Co-Founder

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

Podcast

159

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 a lot has changed. He’s still flipping land, but he’s also become a licensed broker, stepped into a VP role sourcing large ranch deals, and is working on subdivisions across Colorado and Wyoming.

They get into how Mason is finding bigger deals, why direct mail is still a huge part of his business, and why he thinks a lot of investors are approaching land deals the wrong way.

Mason also shares some hard lessons from buying a 17-lot portfolio, why owner financing has become such an important strategy, and what it actually takes to treat land investing like a real business.

If you're sending mail, doing land deals, or trying to scale your land business, there’s a lot in this one.

What you'll learn:

  • Why Mason says many investors are approaching land deals the wrong way

  • How becoming a broker opened up new deal opportunities

  • Why direct mail still works (when the messaging is right)

  • The strategy Mason uses to find large acreage deals

  • Why owner financing brings more buyers to the table

  • Lessons from buying a 17-lot portfolio

  • How Mason balances his own business with a larger acquisitions role

  • Why land investing needs to be treated like a real business


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.