Andy McLoughlin talks about starting as an Entrepreneur before turning into a Venture Capitalist.

Andy McLoughlin is a partner at Uncork Capital in San Francisco,
focusing on B2B software opportunities. Uncork Capital is a
seed-stage venture firm that commits early, helps with the hard
stuff, and sticks around. Really. Andy's investments include
LaunchDarkly, Coder, Crossbeam, Focal Systems, Human Interest,
Pattern (acquired by Workday), Test.ai, Simplify, Fountain,
GreatHorn, Bigfinite, and Identify3D, as well as a number of
companies still in stealth. Andy was previously a prolific seed
investor into many well-known startups. Postmates, Buffer,
Intercom, Pipedrive, Hullabalu, RolePoint, Tray.io, Bugsnag,
Thread, Calm, Secret Escapes, Apiary (acquired by Oracle),
Import.io, Zesty (acquired by Square), Marvel, Cloud66 and more.
Prior to becoming an investor, Andy is best know for co-founding
Huddle with Alastair Mitchell. Andy had many roles at Huddle over
the years - Head of Technology, Head of Product, Head of Marketing,
Head of Strategy / Business Development, GM North America - but he
was most passionate about building a great team and a great
product. Andy stepped back from his executive role in 2015 but
remained on the board of directors until the company's acquisition
in 2017, when it was eventually sold to private equity for $89m in
August 2017. That sum is far less than Huddle's reported peak
valuation of up to $300M when it snagged a $51 million Series D
funding round in 2014.