I wrote the book, Mr. Monkey, largely because I thought it was a topic that was not being addressed around entrepreneurship, and that’s the mental aspect and just how doggone hard the job is. So Mr. Monkey is the caricature that has been my inner dialogue, a voice...

The zoom meeting with a few of my junior team members started out just fine.  As fine as it can be when you are on Zoom meeting number 11th (or was it 12th?) of the day.  Then it happened.  Three of my four kids burst into my home office, excited to show me an art...

How entrepreneurs and investors can use their respective insanity to work together and drive better alignment and results Fund-raising is always tough. I originally wrote this post a month ago to help entrepreneurs navigate the always trepid waters of fund-raising. In...

This week, The Atlantic ran an article by an MBA student who was noticing how startups aren’t ‘cool’ anymore. Between the threat of an economic downturn and looming student-loan payments, the author discusses how coffee-break conversations about business ideas with...

I never thought I would start a blog post with such an audacious claim about the journalistic acumen of The Economist. However, having just finished reading The Economist’s September 1st cover story on Silicon Valley titled: “a victim of its own success,” I felt...

As a venture capitalist, I often get asked what an ideal investment looks like for my firm. What metrics do we look at to assess a business model? What’s our sweet spot? What makes us write the check? I joke that we have a highly proprietary secret formula, unique to...