
The GTMnow Podcast Why Most Go-To-Market Motions Collapse at Scale, with Jeanne DeWitt Grosser, COO at Vercel
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Jan 22, 2026 In this engaging discussion, Jeanne DeWitt Grosser, COO at Vercel and former GTM leader at Stripe and Google, delves into the fragility of go-to-market strategies at scale. She advocates treating GTM like a product, emphasizing the importance of clarity in sales decisions and how AI can enhance, but not replace, foundational practices. Jeanne also highlights the role of forward-deployed engineers, the need for effective documentation, and what separates great sales reps in the age of AI. Her insights are invaluable for anyone navigating growth in startups.
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Force Yes Or No Decisions
- Get clarity fast: push conversations to a definitive yes or no instead of lingering in maybes.
- Use a clear answer to avoid wasted time and to focus on concrete next steps.
Design The Buyer Experience
- Treat go-to-market as a designed product with choreographed experiences for buyers.
- Storyboard sales interactions and choose the right medium (demo, whiteboard, deck) to guide buyers to the next step.
Measure Process Adherence Rigorously
- Instrument your sales process and measure adherence to defined stages and exit criteria.
- Use conversation data and agents to see if following 'best practice' actually improves outcomes.






