The IO Podcast: Investor + Operator

How Great Founders SELL Before They BUILD — An Exceptional Startup Chat w/ The Founder of Wander

17 snips
May 6, 2025
John Andrew Entwistle, Founder and CEO of Wander, shares insights on pioneering the vacation rental industry. He reveals inventive waitlist strategies that attract customers before a product launch. The conversation covers solving supply challenges, transitioning to third-party inventory, and choosing revenue models. Entwistle emphasizes building a visionary workplace culture at Wander, where exceptional service fosters customer loyalty. He also delves into blending technology with personal touch to enhance guest experiences, positioning Wander as an industry disruptor.
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INSIGHT

Verticalizing Vacation Rentals

  • Wander verticalizes and automates vacation rental management for higher quality and consistency.
  • This integration of software, operations, and concierge service delivers a superior customer experience compared to existing platforms.
INSIGHT

Software Needs Physical & Brand Moats

  • Software alone is becoming cheaper and less defensible as a moat.
  • Wander focuses on combining software with physical assets and brand to create durable competitive advantages.
ANECDOTE

Founder Buys First Properties

  • John Andrew Entwistle personally bought the first three vacation rental properties for Wander to ensure quality and learn operations firsthand.
  • He literally worked around the clock, physically preparing homes and engaging with investors while building the company culture.
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