Head of AI Sales, AMER

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 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 AI team is focused on one of Stripe’s most strategic growth areas: enabling the monetization and scaling of AI-native and AI-enabled businesses. We’re in a unique position – partnering with the world’s most ambitious AI companies (the likes of OpenAI, Anthropic, NVIDIA, etc) building on the frontier of artificial intelligence -- across infrastructure, foundation models, agents, and applications -- to help them grow and commercialize globally using Stripe’s full financial stack.

As part of Stripe’s GTM / Sales organization, this team works closely with Product, Engineering, and Marketing to shape Stripe’s AI GTM strategy and ensure that the world’s leading AI companies -- from early-stage innovators to the largest public players -- choose Stripe as their monetization platform.

As a Manager on the AI GTM team, you will develop and execute Stripe’s strategy for the AI industry, driving adoption of products like Payments, Stablecoins, Link, Billing, Tax, and help them expand globally. You will lead a team of account executives who engage directly with executives (Founders / CEOs, COOs, CFOs, and CTOs) at top AI companies. You’ll shape Stripe’s narrative in this fast-evolving industry, guide complex technical sales, and partner deeply with Product to influence Stripe’s roadmap for AI users.

• Define and execute the long-term vision for the AI GTM team, including strategic priorities, operational rhythm, and success metrics.
  
• Build, lead, and coach a high-performing sales team to drive revenue growth and product adoption across Stripe’s AI customer base.
  
• Develop strategic GTM plans aligned with Stripe’s AI industry objectives -- covering startups, scale-ups, and large enterprises.
  
• Drive revenue growth by expanding existing relationships and increasing multi-product attach across Payments, Billing, and Financial Automation products.
  
• Partner with Product and Marketing to translate AI company needs into product strategy, launch plans, and scalable playbooks.
  
• Cultivate executive relationships with the founders and leaders of AI-native and AI-enabled companies across North America, LATAM, and other priority regions.
  
• Guide the team in running consultative, solution-based sales cycles that combine technical depth with commercial creativity.
  
• Serve as a thought leader internally and externally on how AI companies monetize, scale, and integrate financial infrastructure.
  
• Contribute to building Stripe’s long-term position as the monetization layer for the AI economy.
  

You are a proven sales leader who thrives at the intersection of technology and business strategy. You combine deep curiosity about artificial intelligence with a passion for helping builders scale. You have experience leading high-performing teams, running complex, technical sales motions, and partnering cross-functionally to drive new market creation. You’re energized by ambiguity, and you excel at creating clarity and focus for your team and partners.

• 10+ years of sales leadership experience in SaaS or financial technology, bonus if in AI.
  
• 15+ years of experience in hyper-growth environments leading cross-functional or product-led sales motions.
  
• Deep understanding of AI, software infrastructure, or developer platforms and the associated business models.
  
• Proven success leading teams through complex technical sales cycles and executive negotiations.
  
• Track record of building high-performance teams and driving scalable, repeatable growth motions.
  
• Exceptional communication and presentation skills with executive audiences.
  
• Experience partnering with Product, Marketing, and Engineering to shape GTM strategy and influence roadmap direction.
  
• A self-starter mindset and willingness to “roll up your sleeves” in a rapidly evolving domain.
  

• Experience selling into or working with AI-native or developer-focused companies.
  
• Understanding of AI monetization models (token-based, usage-based, seat + usage hybrids).
  
• Prior experience at a fast-growing Internet, AI, or SaaS company.
  
• Demonstrated ability to lead multi-product or platform-level sales motions.