In 2005, Jesse Lipson founded ShareFile, which he bootstrapped until it was sold to Citrix Systems in 2011 - for $93M.So how did he do it?And what inspired him to start Raleigh Founded coworking and his latest venture Levitate?Let's find out on today's Triangle Tweener Talks! Where to Find Jesse Lipson:Linkedin: https://www.linkedin.com/in/jesse-lipson-625195X: https://x.com/jesselipsonLevitate: https://www.levitate.ai/Where to Find Scot Wingo:Linkedin: https://www.linkedin.com/in/thescotwingo/Tweener Times: https://www.tweenertimes.com/X: https://x.com/scotwingoIn this episode:(00:02:30) Does a Philosophy Degree help with entrepreneurship?(00:06:20) Jess gets caught up in the dot-com boom(00:09:00) An email signature idea that didn't work out(00:13:20) The origin of ShareFile, and the origin of a power couple(00:22:30) Testing Google AdWords - and then spending $300K/mo(00:29:05) How many dials does it take to book a demo? What's the show rate on the demo? What's the close rate on the demo?(00:35:00) Selling ShareFile to Citrix Solutions(00:41:30) Several employees became millionaires because of options(00:46:00) On selling ShareFile, "I can't decide whether I regret it or not."(00:47:45) The origin of Raleigh Founded(00:52:30) On starting Levitate - "I decided I was too young to retire."Referenced:Startup Spotlight: Raleigh startup Levitate, led by Jesse Lipson, lands new partnership: https://wraltechwire.com/2022/03/08/raleigh-startup-levitate-led-by-jesse-lipson-lands-new-partnership/Citrix buys cloudy storage biz ShareFile: https://www.theregister.com/2011/10/13/citrix_buys_sharefile/Progress acquires file management platform ShareFile for $875M: https://techcrunch.com/2024/09/09/progress-acquires-file-management-platform-sharefile-for-875m/---Triangle Tweener Talks is hosted by Scot Wingo, presented by Triangle Tweener Fund, and produced by Earfluence.
------Triangle Tweener Talks is sponsored by:Atomic Object: https://atomicobject.com/

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