Lindsay Kaplan co-founded Chief, built one of the most talked-about communities in tech, and then left to go on a year of soul-searching (and like many founders, angel investing). Coming out of that walkabout was Lindsay joining up with our friends at Bullish as a Venture Partner. In her new role, she’s hunting for “weird” … Read more
Here’s a bit of background on the venture funds I’ve invested in. I’m sharing this so folks are aware we’re making these investments, and so that you can learn from my experience. To be clear, these investments are discretionary “angel” sized commitments at the moment – not a dedicated fund. Our activity and size of … Read more
What forces them to change? Pivot It’s a word that you hear constantly in startup land. The word is usually applied to startups: But VC firms do it, too. What puts a VC firm on the path to a pivot? Here are a few triggers… Fund N+1 Is Smaller Than Fund N In 2021, it … Read more
Sometimes you get a masterclass about VC – and about life – in the most unexpected places. Like I did this past week. The scene? A yearly fall startup + VC event in NYC—an event with a lot of hamburgers and milk shakes involved. But first we should rewind just a bit, to earlier that … Read more
Yesterday I grabbed Flybridge GP Jesse Middleton on the day they announced their 7th fund for a quick interview. Excited to share what we learned with you! First, the tl;dr: The firm now has most of its investment team based in NYC, with Jesse flying to Boston monthly while the Boston team comes down a … Read more
