Masters of Scale Building a $1.5B real estate empire, with Spencer Rascoff and Austin Allison
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Jun 26, 2025 
In this engaging discussion, Austin Allison, co-founder of Pacaso and founder of Dotloop, and Spencer Rascoff, Zillow's co-founder and CEO of Match Group, share insights on their journey to revolutionize vacation home ownership. They unveil how Pacaso achieved a $1.5 billion valuation in just 18 months by introducing fractional ownership, overcoming challenges during economic downturns. The duo also tackles community concerns around their model and emphasizes the importance of flexibility and nurturing relationships in a rapidly evolving market.
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Picasso's Co-Ownership Model
- Picasso enables co-ownership of luxury vacation homes, where people buy only a fraction they need, typically about one eighth.
- Owners get full asset ownership with Picasso managing design, maintenance, and bills to avoid traditional hassles.
Mission Focus Through Crisis
- Focus on mission, team, and customers to navigate adversity successfully.
- Controlling what you can and being nimble are keys to managing crises like COVID or mortgage rate spikes.
Proactive Local Engagement
- Be proactive and transparent with local communities and officials when entering new markets.
- Address concerns early to build trust and avoid resistance or misconceptions about your business.