Head of Product Sales, Payouts

Head of Product Sales, Payouts at Stripe – United States, Remote
As the strategic engine behind Stripe’s Payouts product line, you will own the end‑to‑end commercial journey that turns innovative payment infrastructure into revenue growth for millions of businesses worldwide. This role sits at the intersection of product, sales, and finance, shaping go‑to‑market strategy for a core revenue driver that powers everything from gig‑economy earnings to global ecommerce settlements. Your vision and execution will directly expand the GDP of the internet, enabling faster, more reliable payouts for developers and enterprises alike. Reporting to the VP of Global Sales, you will lead a high‑performing team of product sales managers, collaborate with engineering, legal, and partner teams, and influence roadmap decisions that affect billions of dollars in transaction volume. With Stripe’s rapid scaling trajectory, you’ll have a clear path to senior leadership, shaping the future of financial technology on a global stage.

Key Responsibilities & Skills
- Define and execute the sales strategy for the Payouts suite, targeting enterprise, platform, and marketplace segments across the United States and globally.
- Build, mentor, and scale a cross‑functional sales organization that partners closely with product, engineering, and customer success to deliver differentiated value propositions.
- Drive pipeline generation, qualification, and closing activities, leveraging data‑driven forecasting, CRM analytics, and performance dashboards.
- Negotiate complex contracts and pricing models, ensuring compliance with regulatory frameworks and aligning with Stripe’s risk management standards.
- Translate market feedback into product enhancements, working with the product team to prioritize features that unlock new revenue streams.
- Champion thought leadership in payments, representing Stripe at industry conferences, webinars, and partner events.
- Foster a culture of continuous learning, using metrics, A/B testing, and iterative coaching to boost win rates and customer satisfaction.

Required expertise includes 10+ years of enterprise SaaS sales leadership, deep knowledge of payments, payouts, and financial APIs, and a proven track record of scaling revenue‑generating teams in fast‑growth environments. Strong analytical acumen, persuasive communication, and the ability to navigate complex stakeholder ecosystems are essential. You thrive in ambiguous, high‑velocity settings and excel at turning strategic vision into tactical execution.

Why Join & Benefits
Stripe’s mission to increase the GDP of the internet is more than a tagline—it’s a daily reality powered by a culture of ownership, curiosity, and relentless impact. As Head of Product Sales, Payouts, you’ll join a globally distributed, inclusive team that celebrates diverse perspectives and encourages bold experimentation. You’ll have access to world‑class mentorship, continuous learning stipends, and a clear internal mobility framework that accelerates your career toward C‑suite leadership. Working remotely from anywhere in the United States, you’ll enjoy flexible work arrangements, comprehensive health benefits, generous parental leave, and equity participation that aligns your success with Stripe’s growth. This is a rare opportunity to shape a critical product line at a fintech pioneer, influence industry standards, and leave a lasting imprint on how money moves online.