Head of Security - Tremendous

Tremendous is the global platform built for businesses to send payouts—gift cards and money—to anyone, anywhere, instantly. We're trusted by 20,000+ organizations, from startups to giants like Atlassian, MIT, and United Way, to reach millions of recipients worldwide.

We move billions of dollars through our systems, making security existential. We are looking for our first dedicated Head of Security in a player-coach role to own our security posture end-to-end.

What you'll do

• Own Tremendous' security posture end-to-end, partnering with our engineering team on production infrastructure and code security.
• Assess where we have gaps, prioritize them, and tackle our highest-leverage gaps first.
• Treat incident response as core, ensuring breaches are small, contained, and well-managed.
• Drive security as a cultural shift across the company, introducing controls incrementally with a "Yes, and" approach.
• Lead our AI-security posture, managing risk while enabling heavy usage of AI tooling.
• Define when and how to staff up the security function, and hire your own team.

What you'll bring

• Real, hands-on security experience at a scaling company, ideally as an early security hire.
• Deep experience in at least one core security domain (product/production security, security operations, or access/identity and policy).
• An engineer's mindset. You reach for code to solve problems and can read our codebase and infrastructure (Ruby on Rails; TypeScript + React; PostgreSQL; Google Cloud).
• Judgment over checklists. You can explain actual risk and hold a firm line where it matters.
• Bedside manner that drives hard change by bringing the team around to your point of view.
• Experience building or co-building a small security team is a plus.
• Fintech, payments, or regulated-industry experience is a plus.

What's cool about the role

• You define the function: First security leader, with the budget for required tools and team.
• A real mandate: The push for this hire comes straight from the founders.
• Tools investment: Everyone has a $5k/month budget for AI tools.
• Competitive pay: Base salary $250,000–$330,000, plus meaningful equity.
• Fully remote: Work from anywhere in the Americas.