Podcasts Technology Sit Down Startup Bootstrapped to nearly $100M exit to Citrix; Jesse Lipson; knowing when to ignore the smart advisors vs. just building

Bootstrapped to nearly $100M exit to Citrix; Jesse Lipson; knowing when to ignore the smart advisors vs. just building

Published: March 29, 2023, 7:09 p.m.

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Jesse Lipson initially thought he would become a philosophy professor \\u2014 until he took a job with a startup that changed his career path. After founding his first company Sharefile in 2005, he sold it to Citrix in late 2011 for almost $100M. And in October 2017 he established Levitate, which helps relationship-based businesses keep in touch with clients in a more personal and authentic way.

This entrepreneur offers a few insights from his career to date:

  • Acquisitions are a rollercoaster. Deals can take months to finalize and it\\u2019s important to maintain focus while they\\u2019re ongoing.

  • Do the hard work. Attracting customers doesn\\u2019t happen overnight, so be prepared to go the extra mile.

  • Be data-driven. The benefits of testing and measuring everything outweigh the costs.
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