“Am I doing a good job?†“Am I doing everything I should be doing?†I ask my cofounders these questions from time to time.They say yes and give me a hug, and my ego is placated. But later on I still wonder am I really doing a good job? Am Continue Reading
Posts
Overcoming the Tyranny of “Shouldâ€
Request For Startup: Personal CRM for Grown-up Friendships
My life is really full, as a startup founder and CEO there are endless things to do. There are always more meetings I could take (maybe should take?) and by the time Friday evening rolls around I’m usually pretty happy to head home and curl up for the next two Continue Reading
How to Network to Startup Investors
Tonight I hosted an impromptu AMA on Twitter, and I was surprised by how many people asked about how to network to startup investors. The question itself isn’t surprising, but when I responded with “get introductions via their current portfolio founders, or do some good old fashioned networking to get Continue Reading
Monica for CEO
A fictional scene from the hours leading up to the emergency board meeting held by Raviga Capital that we weren’t allowed to see, during the HBO Silicon Valley finale. Season 3; Episode 1: “Monica for CEO” — with a new look and new found confidence, there are going to be Continue Reading
What I’d Like to Stop Doing in 2015
I really do love New Years. Reflecting on life and setting goals to make it better definitely feels like a process worth celebrating, and since my professional life began 10 years ago I’ve really enjoyed spending some of my time off in December preparing for the year ahead. I’d layered Continue Reading
Burn Rates Post & Second Seed Announcement Enter My Top 10 All Time Blog Posts List
This year has been an interesting one for blogging, I’m writing a lot more drafts and publishing far fewer posts. I’ve adopted Medium as my main platform for what I’d consider to be my “professional” writing because the editing tools are superior to WordPress, and the writer’s experience being good Continue Reading
Tweetstorms, Hashtags, and Why User-Invented “Features” Keep Me Long on Twitter
Full Disclosure: I bought Twitter stock in the company’s IPO and I will not be selling it anytime soon. Each year around the holidays I head North to Washington State to hibernate for a few weeks with my parents at their house, reflect on what I’ve been doing with my Continue Reading
I’m Right Here, 5 Minutes at a Time
Introducing Mattermark, the Deal Intelligence Company
The year we suspended disbelief long enough to find a frighteningly ambitious startup idea. From “TechCrunch Killer†to “Bloomberg for Startups†and beyond… Part of my job as an early stage CEO is to protect my company from being put into a box too early. Leaving us unsorted makes investors, customers Continue Reading
My Fantasy VC Portfolio
I build software to help venture capitalists source deals, here are the ones I wish I had done Over the past few years I’ve made a handful of personal angel investments in founders who I think are incredible, and I am proud to be a small part of InternMatch (Andrew and Nathan), Continue Reading