Startups are a Rollercoaster Ride… For Everyone

-- for investors and employees for sure, but most of all for founders. One moment you're on a rocket ship ride to the moon; the next moment you're wondering how to make payroll. Of course, the ups and downs are not always so dramatic or existential. Often the highs are smaller things like closing a [...]

July 14th, 2023|


Founder #burnout is real and serious. As a former founder myself, I've felt it. As a mentor, advisor and investor, I've seen it in others many times. But before I go further, I will say that I am not a mental health professional. Founder burnout can lead to serious mental health issues and if you [...]

July 13th, 2023|


Over the past 20+ years mentoring, advising, and investing in startup founders (and being one, too), I've come to believe in the principle that if you find yourself having to force things too much, then you may be on a fool's errand. Startups are so ridiculously hard even in the most favorable conditions. Even startups [...]

June 3rd, 2023|

Size Doesn’t Matter

I don't care how many slides you have in your deck. There is no magic number. What I care about is understanding all and only what's relevant for me to figure out if this investment is a). sufficiently in my wheelhouse -- i.e., stage, sector, model, traction, team, and, b). that the story is presented [...]

May 12th, 2023|

Founder Vices and Virtues

Startups are ridiculously hard and success is illusive. Advice about what it takes to be a successful founder is in plentiful supply -- from founders (current and former), investors (most who have never been a founder themselves), consultants (selling the dream) and the media (parroting the rest and amplifying survivor bias.) Here's a [...]

November 10th, 2022|
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