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Passion-Driven Problem Solving (with Austin Allison)

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In this episode of Own It, we chat with Austin Allison, founder and CEO of Pacaso, a global co-ownership platform for vacation homes. Austin shares his remarkable journey — from buying his first home at 17 to founding the real estate tech startup Dotloop, which he sold to Zillow and, later, launching Pacaso. With a foundation rooted in hard work and resilience, Austin dives into the challenges of entrepreneurship, the power of passion-driven problem solving, and his mission to make vacation home ownership more accessible.

What You’ll Learn About:

  • Playing to Your Passions: How to build businesses around problems you’re deeply passionate about solving.
  • Surrounding Yourself with the Right People: The value of mentors, investors, and teammates who bring expertise and energy to the table.
  • Why Resilience Wins: The importance of a relentless focus on the mission during tough times.
  • Innovative Thinking: How Pacaso reimagined co-ownership with streamlined financing, scheduling, and management solutions.
  • Living in the Moment: Inspired by the book Die With Zero, Austin stresses the importance of creating memories today instead of waiting for “someday.”

About Side

Side is the industry’s only real estate brokerage platform, empowering the very best agents, teams and indie brokers to create and grow their own companies — without the time, cost or risk of operating a brokerage. Unlike consumer-facing brokerage brands, Side works behind the scenes to provide our partners with time-saving technology and premier support services. This way, they’re free to focus on what matters most: serving their clients and communities. The company is headquartered in San Francisco.

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