Head / Director of Security

Remote (US) · Reports to: VP of Engineering
About Cherry

Cherry is a profitable, high-growth fintech ($500M+ revenue, ~3x YoY) building the financial infrastructure for healthcare providers. Security is core to our product, not a support function.

We are looking for strong leaders that will help us scale Cherry to be the go-to financial partner for every doctor in the country.

We’re hiring a Head / Director of Security to build and own Cherry’s security function, including hiring and scaling a high-impact team. This is a deeply technical, hands-on role as the company scales.

Cherry is at an exciting inflection point, evolving from a single-product company into a multi-product platform providing a suite of financial tools for medical practices. As part of this growth, we’re scaling the engineering team by nearly 80 people.

We value simplicity and focus when building platforms, which helps us execute quickly while holding a high bar for quality and craft as we scale, especially in an AI-first world.

You’ll report directly to the VP of Engineering and partner closely with engineering leadership on architecture, risk, and execution.

• Own application, cloud, infrastructure, and data security across Cherry

• Be hands-on: design systems, review code and architecture, and contribute directly where needed

• Lead incident response, threat modeling, and security reviews

• Build and grow an elite security team doing high leverage technical work

• Embed security into engineering workflows without slowing product velocity

• You don’t need prior fintech experience

• 8–12+ years in security engineering or security leadership

• Strong hands-on background in modern cloud-native systems

• Experience owning security for production systems at scale

• Excellent engineering judgment and comfort making pragmatic tradeoffs

• Prior experience building or scaling a security function is a plus