Jason Cohen: About the author
Thanks for visiting! As a four-time entrepreneur across 23 years, both bootstrapped and VC-funded, resulting in two exits and two unicorns, I’ve also been writing about everything I know for 16 years. I hope you’ll find it useful and entertaining.
Mostly to support a new startup, I occasionally do short advisory calls through TalkWithMe.
Currently I’m the Chief Innovation Officer of WP Engine, which I started in 2010, bootstrapped for two years, then raised a few small rounds, then together with our amazing CEO Heather Brunner a few large rounds totaling over $300M, fueled hyper-growth to a unicorn with 1,200 employees across eight global offices, serving many billions of web requests daily for 200,000 customers as one of the top-ten largest web platforms in the world, and our name on a downtown building that I remember seeing from my car seat growing up in Austin.
Prior, I bootstrapped Smart Bear for seven years, built it to millions in profit, and sold it in 2007. It changed hands again in 2017 for $450m and in 2020 for nearly $2B. I can’t take credit for the success it enjoyed after I left in 2009, but it certainly had a good foundation.
Now a conglomerate of beloved software quality products, originally we invented the modern methodology and software for peer code reviews—software developers reviewing each others work, just like authors and editors at a newspaper. I “wrote the book” about code reviews; in the process we conducted the largest in situ study of 2,500 code reviews at Cisco.
Before that, co-founder of IT Watchdogs, a hardware + embedded software company making server-room climate and power monitors, which was also bootstrapped and profitable, sold in 2004 and is still producing its products under parent company Vertive.
Since 2009 I’ve been an investor and time-permitting mentor at Capital Factory, Austin’s major incubator and startup co-working space. I’ve invested in a few companies including AgentPronto, Alto, Apptronik, Armbrust Masks, Builder Prime, Cart.com, Cratejoy, Osano, Pingboard, Signup.com, SpareFoot, StackOverflow, StormPulse, SureSwift, SwimTopia, and Vitag. (And others that didn’t work out, but I’m no less proud to have been a small part of the journey.)
- Designing the Ideal Bootstrapped Business
- Video from Microconf 2013
- Healthy, Wealthy, and Wise (lessons in burn-out on the way to $100M ARR)
- Video from Business of Software 2017; Video from SaaStr Feb 2018
- How data makes you do the wrong thing
- Video from Business of Software 2012
- Naked Business: How Honesty Makes Money
- Video from Business of Software 2011
- A Geek Sifts Through the Bullshit
- Video from WebStock 2011
- When to break the rules and ignore advice
- Video from Business of Software 2010
The cartoons are by the prolific Mark Anderson of Andertoons. This is one of my favorites:
The Smart Bear logo was made by a freelance designer in Austin, TX. Some people wonder whether I ripped off Drizly’s logo. Here are the facts; what do you think?