The Rich Somers Report Tulum Retreat 2025: Real Estate Strategy From the World’s Largest Man Cave Developer | Ryan Garland E418
Nov 1, 2025
Ryan Garland, founder and chairman of a private equity firm specializing in hospitality and unique real estate, shares his journey from the 2008 crash to managing nearly $1B in assets. He emphasizes that capital raising hinges on trust and connection rather than mere tactics. Personal storytelling is key to engaging investors. Unlocking investor psychology and using transparency, like live site cameras, can ease anxieties. Ryan also discusses effective marketing, branding strategies, and the importance of assembling a solid institutional team for success.
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Connections Are The Core Asset
- The highest value in life is the connections you build with people and investors.
- Treat investor stewardship as a moral responsibility beyond mere transactions.
A Crash That Changed Priorities
- Ryan recounts driving after a traumatic night that led to a near-fatal crash and legal fallout.
- That event humbled him, changed his priorities, and shaped how he builds investor relationships.
Only Some Investors Move Now
- Investors are pausing and holding cash during uncertainty, so only certain investor types are active.
- The current active buyers are often tax-driven or forced to deploy capital (1031s, deferred sales trusts).