Stripe
Head of AMER Startups (AI Sales)
San Francisco +1 · Director · Full-time · Posted Oct 28, 2026
- Location
- San Francisco
US - Experience
- 10+ years in high-growth technology sales or GTM leadership; 3+ years as a second-line manager leading multiple specialized sales sub-teams.
About the job
Leads Stripe’s North American sales organization for AI startups, setting go-to-market strategy and driving customer acquisition, expansion, and adoption of Stripe’s financial infrastructure.
What you'll do
- Build the organization’s go-to-market strategy, coverage models, and operating systems for AI startups.
- Lead managers and sales teams; develop partnerships across the AI ecosystem and bring founder feedback to Product and Engineering.
- Drive product adoption, forecast revenue, and identify emerging high-growth AI companies.
What they ask for
- 10+ years leading high-growth technology sales or go-to-market organizations, including 3+ years as a second-line manager of multiple specialized sales sub-teams.
- Experience with usage-based, consumption, or complex SaaS billing and monetization models.
- Track record driving multi-product platform adoption and cross-sell growth.
- Strong quantitative, analytical, and systems-thinking skills; ability to recruit, develop, and retain sales leaders and Account Executives.
Nice to have
- Deep knowledge of AI, including LLMs, generative media, AI agent frameworks, or AI cloud infrastructure; startup and venture capital connections.
- Sales leadership at a developer-focused, infrastructure, or fintech platform; experience with usage-aligned incentives or AI-enabled sales workflows.
Tools
Stripe, Metered/Usage-Based Billing, Connect, Financial Connections, Global Payouts, LLMs
AI focus
Leads sales coverage for AI startups and builds AI-focused go-to-market motions; uses data signals and automated workflows to identify breakout companies and scale sales productivity.
Model-written summary · the original posting is authoritative