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Based on Lenny's Podcast data
Lenny's Knowledge Sketch

What World-Class GTM
Looks Like in 2026

Jeanne DeWitt Grosser
CRO, Vercel; former Stripe, Google
NOV 30 2025
The Thesis

GTM in 2026 Is Unrecognizable
From 2020

GTM EFFICIENCY
"The playbook that built Stripe is not the playbook that will win the next decade. Every assumption about how enterprise GTM works has changed."
  • Developer-led growth + enterprise sales is the new dominant model
  • Community as a channel is now table stakes for developer-facing products
  • AI transforms the cost structure of every GTM motion
  • The best GTM teams are 50% smaller and 3× more efficient than 2020
Framework

Jeanne's GTM Stack

DEVELOPER LOVECOMMUNITYENTERPRISE
faster time to first paid customer with DLG
lower CAC with community-first
90%
of Vercel enterprise from developer bottoms-up
  • Step 1: Make developers love you — this is the price of admission
  • Step 2: Build community around the problem, not just the product
  • Step 3: Let usage data lead enterprise sales — warm outbound beats cold
  • Step 4: AI-augment every motion: outbound, qualification, content
The Stripe blueprintStripe won by making developers feel understood. Every enterprise sale started with an engineer's love. Vercel is the same pattern.
The New Enterprise GTM

Jeanne's Lessons From Stripe to Vercel

  • What still works: Relationships, trust, deep customer understanding
  • What changed: The first 10 customer touches are now AI-assisted or self-serve
  • Big shift: Product usage → sales signal. Usage data tells you when to call.
  • The new AE: Less volume, more depth — AEs work 20 accounts intensely, not 200 broadly
The product-led signal

Usage spike = sales moment. The best enterprise sales teams know exactly when to call based on product data.

The community moat

Vercel's community is a distribution moat. It's why competitors can't just build the same product and win.

Playbook

Build World-Class GTM

  • Instrument every product touchpoint before you build the sales team
  • Your first 10 enterprise customers should come from inbound product usage
  • Hire for judgment and taste in GTM roles — AI handles the volume work
  • Build a community strategy before you have revenue to justify it
The Jeanne ruleGTM is the last place to cut and the first place to invest. Sales efficiency is a vanity metric if revenue growth is slow.
Contrarian

GTM Myths That Died in 2025

Hire more AEs to grow revenueINSTEAD →Hire better AEs with better signals. 5 great AEs with product usage data > 20 average AEs with a list.
Brand doesn't matter for enterpriseINSTEAD →Brand is the reason the email gets opened. In saturated markets, brand is the only competitive advantage.
Outbound is deadINSTEAD →Cold outbound is dying; warm outbound (triggered by product signals) has never been stronger.
Price low to win on costINSTEAD →Stripe charged more than competitors and won. Price signals quality to enterprise buyers.
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