Head of Security

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're profitable and growing without outside investors. We're fully remote, with a high-documentation, low-meeting culture that leaves more time for the work that matters—and for your life outside it. Our employee NPS sits in the high 80s. We move billions of dollars through our systems. That makes security existential, and it's why we're making our first dedicated security hire. About The Role You'll be our first Head of Security. There's already a real foundation here—bug bounty, pen tests, automated code and configuration scanning on the production and code side, phishing simulations on the people side. You’ll add to it across access and identity, SecOps and monitoring, incident response, vendor security, employee security practices, and policy. You'll own the whole posture. This is a player-coach role. Early on, you'll do the scoping and the hands-on work yourself; this is not a role where you direct from above. As the work demands it, we're fully prepared to build a team here—and we're looking to you to define what that team should be and when. You'll report to the VP of Engineering , Tremendous' most senior technical leader. We've deliberately placed security with Engineering so you're set up to