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You’ll recruit, develop and lead a team of Billing Account Executives, own day‑to‑day sales operations, and drive revenue, expansion and retention for Stripe Billing across the AMER region.
10+ years of sales leadership in hyper‑growth SaaS, 15+ years in the AMER market, deep experience with finance/revenue‑management software, and strong executive‑level relationship and technical selling skills.
Billing is a strategic product targeting a $100B market, and the role is key to expanding Stripe’s billing footprint and capturing AI‑driven monetization opportunities.
A seasoned sales leader who thrives on building high‑performing teams, enjoys complex, technical enterprise deals, and can operate autonomously across North America, Canada and LATAM.
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 world is having a monetization moment – every ambitious company is replatforming their billing solution in response to AI. Stripes Billing is a team of deep functional and technical specialists who both lead and advise on deals for one of the most strategically important products in Stripe’s portfolio. Billing Sales is tasked with attacking a $100B market opportunity for automating the entire order to cash process and helping companies not get left behind in the AI era.
As the Head of Grower Sales (Billing), you will use your leadership and management skills to manage and grow a team of Account Executives to drive expansion and retention of Stripe Billing across the AMER region. You will build and lead a team of sellers, while collaborating with the core sales leadership, marketing, product marketing, and product teams to develop deep product and industry knowledge and drive strategic deals. You will own the coaching, development, and performance of your team, driving the forecast of the business. You will be instrumental in leading in-depth product discussions with existing and prospective customers and building and executing against our go-to-market strategy.
You are an adept sales leader, capable of engaging in business-level and technical conversations at multiple levels of the organization. You have a reputation and drive for building strategic relationships with executives (CEO, CFO, and CTO) across the AMER region, including core markets like NA, CA, and LATAM. You excel in building clear plans to grow a region through a high-functioning sales team, with strategic thought leadership and strong management. You see value in competitive situations and enjoy working on products that require both deep product understanding and technical knowledge, especially for AI industry users. You’re as comfortable working with clients as with internal stakeholders (including executives) and are excited to become an expert and share your knowledge. You possess an organized, self-starter mindset and excellent communication skills, with a track record for improving the processes and organizations around you.
