Recording of the Everything Marketplaces Group Chat #153 (2/27) with Jett Fein, who's a Partner at Headline. Headline is a leading venture fund that’s invested in notable marketplaces like Gopuff, Farfetch, Rappi, Shipt, TheRealReal, and more.

0:06 Intro
‍1:09 Jett's background
‍3:22 What make marketplaces great businesses
‍6:05 An overview of Headline as a leading venture fund
‍9:15 Metrics that Headline looks for to help measure product-market fit
‍11:53 Marketplace benchmarks for raising a Series A round
‍14:17 Founder traits that Headline looks for when investing
‍16:42 Mistakes that founders make when fundraising
‍19:33 Trends & opportunities for marketplaces
‍21:31 Group Q&A on balancing capital efficiency vs. growth
‍24:31 Group Q&A on how Headline supports founders after initially investing
‍27:36 Group Q&A on marketplace types investors prefer
‍29:05 Group Q&A on how investors evaluate multiple marketplaces & pick a winner
‍32:31 Group Q&A on examples of marketplaces that have used strategies for one side to invite the other
‍37:09 Group Q&A on how founders can present retention metrics when fundraising
‍41:18 Group Q&A on how Headline evaluates marketplace repeatability
‍44:23 Parting marketplace advice
‍
Jett on Twitter: https://www.twitter.com/jettfein
Headline: https://www.headline.com
‍‍
You can also find this group chat in audio format as an episode on our new Everything Marketplaces podcast on Apple Podcasts and Spotify. You can also connect with marketplace founders & leaders from our group chats in the Everything Marketplaces community.