[REWIND] Peter Livingston of Unpopular Ventures // early stage investing through a syndicate [CC058]

Interview begins: 5:16 Debrief: 43:55 This week we’re revisiting CC058, a coffee chat with Peter Livingston of Unpopular Ventures. In this episode, we explored syndicate investing. Unpopular Ventures is led by Peter Livingston, whose experience is almost entirely in startups – as both an operator and investor. He was the first engineer at iRhythm (IPO 2016) and was the founder/CEO at Lifesquare (backed by Kleiner Perkins). He has been angel investing since 2013, made >150 investments to date, and has produced investment returns well within the top decile of VC industry performance. Peter founded Unpopular Ventures to keep investing in startups – but with a bigger family, bigger checks, and bigger impact. We discuss: - Disagreeing about corporate VCs (9:11) - Syndicate Model (13:37) - Investors and the syndicate (16:13) - Not following the traditional fund (26:35) - Building trust (31:25) - Edification (39:23) Learn more about Unpopular Ventures: http://unpopular.vc/ Follow Peter on Twitter: https://twitter.com/unpopularvc Follow Peter’s Syndicate: https://angel.co/unpopularvc/syndicate Follow upside on Twitter https://twitter.com/upsidefm Advertise with an upside classified https://upside.fm/classifieds
Interview begins: 5:16
Debrief: 43:55


This week we’re revisiting CC058, a coffee chat with Peter Livingston of Unpopular Ventures. In this episode, we explored syndicate investing.

Unpopular Ventures is led by Peter Livingston, whose experience is almost entirely in startups – as both an operator and investor. He was the first engineer at iRhythm (IPO 2016) and was the founder/CEO at Lifesquare (backed by Kleiner Perkins).

He has been angel investing since 2013, made >150 investments to date, and has produced investment returns well within the top decile of VC industry performance.

Peter founded Unpopular Ventures to keep investing in startups – but with a bigger family, bigger checks, and bigger impact.

We discuss:
  • Disagreeing about corporate VCs (9:11)
  • Syndicate Model (13:37)
  • Investors and the syndicate (16:13)
  • Not following the traditional fund (26:35)
  • Building trust (31:25)
  • Edification (39:23)


Learn more about Unpopular Ventures: http://unpopular.vc/
Follow Peter on Twitter: https://twitter.com/unpopularvc
Follow Peter’s Syndicate: https://angel.co/unpopularvc/syndicate



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