Head of Sales

Join to apply for the Head of Partnerships role at Check Into Cash
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At Check, we make paying people simple. We’re not just building our own business—we’re building payroll businesses together with every one of our partners. As the inventors of embedded payroll, we’re redefining how people get paid and making it easier for payroll businesses to launch, grow, and thrive. Check out the full story | Tune in.

Check is far more than just API infrastructure. We’re a springboard for building and scaling payroll businesses.

Payroll is broken. Come fix it alongside a team that’s as passionate as you are! At Check, you’ll use creative problem‑solving, critical thinking, and grit to impact every business we build. We view problems to solve and jobs to be done as opportunities to contribute to the solution; we ignore conventional role boundaries in favor of the unique strengths and value each builder brings to our team and to our mission.

Join us if you’re ready to roll up your sleeves and redefine payroll. Let’s simplify the complex, make a real impact, and create a better future for businesses of every size.

As Head of Partnerships, you will lead Check’s partnerships teams across the full lifecycle—driving new partner acquisition and scaling post‑sales growth. You’ll set the vision and drive the strategy, structure, and execution that enable Check and our partners to grow together. This is a strategic and hands‑on role for a leader who pairs commercial thinking with product curiosity. You’ll use partner and market insights to shape strategy, inform the roadmap, and drive meaningful growth for our partners and for Check.

• Lead Check’s Sales and Growth teams, fostering collaboration, accountability, and shared success across new partner acquisition and post‑sales expansion.
• Serve as executive sponsor for key prospects and partners, driving engagement and alignment across the full partner lifecycle.
• Act as the voice of the partner in shaping Check’s roadmap—advocating for partner needs, surfacing insights, and helping define the company’s strategic priorities.
• Establish clarity and narrative around partner performance and pipeline, ensuring internal visibility into where we’re winning, where we’re at risk, and what actions drive faster revenue growth.
• Translate product improvements into compelling external messaging, strengthening how Check communicates new capabilities to both prospects and partners.
• Bring a CRO mindset to accelerate revenue growth, balancing strategic influence with hands‑on execution.

Many backgrounds could fit this role, but ideal candidates will have some or all of the following:

• 8+ years of experience in partnerships, business development, or strategic account management, ideally in fintech, SaaS, or platform infrastructure.
• A strong track record of driving joint growth initiatives and influencing product and go‑to‑market strategies.
• A background that blends strategy and execution, such as experience in management consulting, product management, or GTM strategy.
• Experience leading and developing a high‑performing team of managers and senior individual contributors across Sales and Growth.
• Commercial instincts and comfort owning forecasts and performance metrics.
• Strong analytical and storytelling skills that help simplify complexity for partners and internal teams.
• Curiosity for technical products and how they create business value.
• A collaborative, grounded leadership style that balances strategy and execution.

The Check team is distributed across the US, with offices in New York City and San Francisco. While we embrace remote work, time together in person is where we do our best work. We offer ample opportunities and encourage employees to attend team off‑sites, events, and hackathons a couple of times a year. We expect all employees to attend our annual 3‑day company retreat in the fall.

For our in‑office and hybrid employees, our offices are open all week. We provide meals on Tuesdays and Thursdays, and the team hosts regular happy hours, game nights, etc.

For full‑time employees, Check…