Skip to main content
In this episode, Tim and Tom Dosch dive deep into one of the biggest questions landowners face in 2025: Should you sell your land now, or hold it?

They reflect on their recent summer readings and lessons learned from books like 10x is Easier than 2x by Dan Sullivan, applying those insights to the fast-changing Texas land market. With interest rates holding high, global tariffs creating uncertainty, and market timing growing increasingly complex, the Dosch brothers explain why there’s no one-size-fits-all answer.

Drawing from both their brokerage and development experience, they explore how seller motivations, property characteristics, capital markets, and future risks all factor into whether it’s the right time to sell—or wait.

Key Takeaways:

  • There’s no universal answer to the question of when to sell; context and goals matter.

  • Time kills deals. Many land deals take 6–12 months to close, so delayed decisions can mean missed cycles.

  • Developers holding land too long without executing a project may face shrinking IRRs and increased risk.

  • Patient landowners may benefit from selling sooner if market risk and opportunity cost outweigh potential gains.

  • Evaluate not just price but also reinvestment opportunities, quality of life, and purpose.

  • In today’s complex environment, strategic advice from experienced brokers matters more than ever.

In This Episode:

  • [00:00] Introduction
  • [00:50] Key insights from 10x is Easier than 2x
  • [04:17] Visionary thinking and reverse engineering goals
  • [05:37] Letting go of control and trusting your team
  • [07:08] Lessons from Steve Jobs and Elon Musk: signal vs. noise
  • [11:40] The need for adaptability in a fast-changing world
  • [13:03] Main topic: Should you sell now or hold?
  • [15:26] Two types of sellers: developers vs. patient landowners
  • [19:57] Time, liquidity, and the hidden risks of waiting
  • [25:23] Reinvestment mindset vs. scarcity mindset
  • [30:45] Wants vs. needs in seller expectations
  • [32:52] Scarcity mindset and phantom loss
  • [34:30] Measure progress, not perfection
  • [36:50] How Ascent makes its own sell-or-hold decisions
  • [41:23] Wrap-up and key takeaways

Resources and Links:

Tom Dosch