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The Emotional Roller Coaster of Property Acquisition

May 30, 2025
Explore the emotional roller coaster of acquiring property for a new hospitality brand. Discover the excitement of finding the perfect ski lodge while grappling with brand identity and market fit. Navigate the challenges of investor relations and the tough lessons learned throughout the process. Gain insights into cash flow management and renovation hurdles, as well as the importance of strategic patience in business growth. This journey highlights the highs and lows of building a legacy in the real estate world.
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ANECDOTE

A Different Property Discovery

  • Freewyld found a 1970s ski lodge in Big Bear that initially didn't fit their usual cabin community style.
  • Despite initial doubts, visiting the property helped the team see the potential to align it with their brand.
INSIGHT

The Acquisition Emotional Rollercoaster

  • The highs of securing $6 million in funding and having a strong team were thrilling.
  • The lows came quickly with self-doubt, sleepless nights, and the weight of personal commitment.
ADVICE

Build Investor Relations Early

  • Always maintain relationships with real estate investors and banks well before needing funds.
  • Consistent engagement prepares you to quickly secure financing when the right opportunity arises.
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