390K–584K USD / year
Head of AMER Startups (AI Sales)
SalesHybrid — South San Francisco, California, United States
Published on 2026-10-28
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About this role
Lead Stripe’s North American sales organization serving high-growth AI startups. Set its go-to-market strategy, build specialized sales coverage, and grow adoption of Stripe products suited to usage-based and token-based business models.
About the company
Stripe provides payment infrastructure and financial tools that help businesses accept payments, manage subscriptions, and move money globally. It serves startups through large enterprises with APIs for online and in-person commerce.
The team
AMER Startups AI Sales team; reports to the Head of AMER Startups.
What you'll do
- Define the organization’s GTM vision, structure, and operating model.
- Design coverage for AI companies at different stages, combining high-touch sales with automated, signal-driven outreach.
- Grow adoption of usage-based billing, Connect, Financial Connections, and Global Payouts.
- Build systems to identify breakout startups and rapidly deploy sales resources.
- Develop partnerships with AI venture funds, incubators, compute providers, and cloud marketplaces.
- Recruit and develop frontline managers and Account Executives.
- Represent AI founders’ needs to Product and Engineering.
- Own pipeline health and revenue forecasting using usage and compute-related metrics.
What we're looking for
- 10+ years leading high-growth technology sales or GTM organizations.
- 3+ years as a second-line manager leading multiple sales sub-teams.
- Experience with usage-based, consumption, or complex SaaS billing models.
- Track record of multi-product adoption and cross-sell growth.
- Strong quantitative, analytical, and systems-thinking skills.
- Experience recruiting, developing, and retaining sales leaders and Account Executives.
Nice to have
- Knowledge of AI, including LLMs, agent frameworks, and AI cloud infrastructure.
- Connections across AI startups, founders, and venture capital.
- Sales leadership experience at a developer-focused, infrastructure, or fintech platform.
- Experience designing incentives for consumption-based revenue.
- Experience using AI and automation to scale sales productivity.
Benefits
- Equity may be included.
- Company bonus or sales commissions/bonuses may be included.
- 401(k) plan.
- Medical, dental, and vision benefits.
- Wellness stipends.