About
Jason Shen is a multi-time founder and executive who completed Y Combinator's Summer 2011 cohort with Ridejoy, a long-distance ridesharing platform, and later founded Headlight and Midgame. He holds a degree from Stanford, where he was a collegiate gymnast, and now coaches founders on cofounder dynamics through his advisory practice.
Jason Shen · The Outlier Coach @jasonshen
Named 100 women in 19 minutes. I know that sounds bad but I'm going to blame it on the lateness of the hour. Really great game by @katiewav https://t.co/qigGpfjQ0s
Jun 20, 2026
Jason Shen · The Outlier Coach @jasonshen
Second to last Q&A - an easy one: what’s your mission in life? “Increase the distribution of good ideas in the world.” @JamesClear “Give creators and people everywhere the clarity and tools to reach financial freedom.” @nathanbarry #craftandcommerce https://t.co/ypG8pXmDD7
Jun 11, 2026
Jason Shen · The Outlier Coach @jasonshen
“Half of the success of a book is the category, the title and subtitle, the cover itself,” he said. “And the other half is a 1000 little details like the first sentence of your chapters.” In this era of AI slop, I think this story is so important. The speed & volume enabled by
Jun 11, 2026
Founder at RidejoyYC S11
Intro paths
Jason went through Y Combinator (Summer 2011) — any YC alum in your network can reach them through the YC community.
In turn, Jason can intro founders to Ridejoy's investors below.
Ridejoy's investors · 4
Co-founders at Ridejoy
