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Own the GTM vision, coverage model, and operating framework for Stripe’s AI Startup sales organization in North America, including pipeline health, revenue forecasting, and breakout detection systems.
10+ years in high‑growth tech sales leadership (including 3+ years as a second‑line manager), deep experience with usage‑based billing and multi‑product platform adoption, strong analytical and systems thinking, plus the ability to recruit and develop frontline sales talent.
AI startups are Stripe’s fastest‑growing, highest‑potential segment, and this role drives acquisition, expansion, and ecosystem partnerships that directly fuel the company’s mission to increase the internet’s GDP.
A seasoned, data‑driven sales leader who thrives as a player‑coach, has deep AI ecosystem knowledge and strong venture‑capital connections, and can build specialized sales teams to capture hyper‑growth opportunities.
Stripe is a financial infrastructure platform for businesses. Millions of companies, from the world's largest enterprises to the most ambitious startups, use Stripe to start their business, accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career.
The AMER Startups team is responsible for Stripe's fastest-growing and highest-potential customer segment. Within this organization, the AI Sales team focuses specifically on the breakthrough ecosystem of AI - spanning foundation model builders, AI infrastructure platforms, agentic workflows, and AI-native SaaS applications.
AI startups represent an unprecedented paradigm shift: they achieve hyper-growth at velocities previously unseen in software, operate complex token- or consumption-based monetization models, and face unique infrastructure and scaling demands from day one. You will tackle the challenge of building dedicated coverage, specialized technical go-to-market motions, and intelligent automation systems to support thousands of AI companies as they scale from seed stage to market dominance.
As Head of AMER Startups (AI Sales), you will lead the dedicated organization responsible for acquiring, expanding, and partnering with high-growth AI startups across North America. This role acts as both an expansion engine and a strategic acquisition vector for the most transformational segment in tech.
You will be a second-line leader managing frontline managers across specialized Account Executives who grow distinct AI stages (e.g., early-stage AI labs, scaling AI infra, and enterprise-grade AI native apps). You will partner cross-functionally with product managers, solutions architects, risk specialists, and AI ecosystem venture partners to build GTM motions around usage billing, multi-product platform adoption, and AI-native monetization patterns.
This role reports to the Head of AMER Startups.
Leadership Style
You are a "player-coach" who can dive deep into the technical architecture of a generative AI startup's billing stack while stepping back to execute long-term strategic plans for the overall AMER market. You thrive in rapid, dynamic environments, embrace ambiguity, and lead through cross-functional influence across Product, Marketing, Risk, and Engineering.
You will embody Stripe’s core operating principles in your day-to-day leadership:
