
Growth Engine · Track 9
Indie Folk-Rock · Forward motion, confident, purposeful
Jeanne DeWitt Grosser · What world-class GTM looks like in 2026 | Jeanne DeWitt Grosser
“Yeses are great, nos are great, maybes will kill you.”- Jeanne DeWitt Grosser
Jeanne joined Gmail in 2004, two months after launch. Gmail had a full year of technical lead before Yahoo Mail caught up. That experience taught her that product advantages erode — and when they do, how you sell becomes everything. At Stripe in 2017, she tried to build an AI-powered sales universe mapper called Project Rosland. It failed. Eight years later at Vercel, the same vision was rebuilt in six weeks by a single engineer.