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Successful Alumni of FlipKey

FlipKey is a vacation rental marketplace that has over 300,00 properties in over 179 countries. The company was founded in 2007 and was acquired by TripAdvisor.

We spoke with FlipKey Co-Founder and CEO TJ Mahony on The VentureFizz Podcast and he went into lots of great details about the founding of the company.

Several of FlipKey's alumni have gone onto start their own companies, hold high-level executive positions, or become investors in the Boston tech scene. We've compiled a slideshow showcasing them.

For this slideshow, we used the following criteria:

  • Must be based in the Boston area.
  • Tenure at FlipKey for at least two years and before acquisition by TripAdvisor
  • Currently a founder, VP, C-level executive, and/or investor

Take a look at the slideshow below! Screenshot courtesy of the Wayback Machine back in October 2008.