Tremendous is the fast, free, flexible way to send bulk payouts to people in over 230 countries and regions. 20,000+ companies ranging from mom-and-pops to Google, MIT, and United Way have sent over $1 billion, saving 15 hours a month on average.
In both our product and our workplace, we’re intentional about making work more efficient, flexible, and fulfilling. Tremendous is a fully remote, high-documentation, low-meeting culture, which means more time for what matters in both your professional and personal life.
Our customers, who include marketers, researchers, HR teams, and nonprofits, rave about how quick and easy it is to use Tremendous — check the ratings on G2. Yet there’s a lot of complexity under the hood, including over 2,500 redemption options and plenty of banking infrastructure. This duality makes working here a fun challenge.
Tremendous is profitable and growing without outside investors. Join us before our next international offsite.
What you’ll do
Own day-to-day product and regulatory counseling for key parts of our payouts platform (U.S.-focused). You’ll partner with Product, Engineering, Compliance, and Ops from early design through launch and scale, giving clear guidance that teams can implement.
Help shape how we build and ship in a regulated space. You’ll translate U.S. payments and consumer-protection requirements into pragmatic product guardrails, customer-facing terms/disclosures, and durable internal guidance.
Be a core driver of our contracting engine as we scale. Working with our commercial attorney, you’ll negotiate and draft customer agreements (and related terms) and help us keep cycle times fast and standards consistent as Sales expands.
Create leverage. You’ll turn repeat questions into playbooks, checklists, and templates so teams can move quickly without reinventing decisions.
Pitch in as a generalist. We’re a small team, and sometimes we wear more than one hat—when something important lands, you’ll jump in and run it to ground.
What you’ll bring
4–6 years of experience practicing law (a mix of law firm + in-house is great), preferably with at least some in-house time at a tech or fintech company.
A real foundation in U.S. financial regulatory issues relevant to payments / money movement (e.g., consumer protection, payment rails, partner-bank/processor models)—and the judgment to know when to dig in vs. when to pull in specialists.
Strong product-counseling instincts: you can turn ambiguity into a practical recommendation, and you’re comfortable helping teams make tradeoffs.
Solid drafting and negotiation skills, including the ability to handle a steady stream of agreements without getting stuck in “perfect is the enemy of shipped.”
Clear written communication (memos, decision docs, guidance) and the ability to build trust cross-functionally in a remote environment.
J.D. and active bar membership in at least one U.S. jurisdiction.
Nice to have
Experience working with bank partners, processors, card/prepaid programs, or other regulated payments infrastructure.
Experience supporting audits/exams, responding to regulator or partner diligence, or managing outside counsel on discrete matters.
Why work with us
Few meetings. Autonomous ownership. 100% remote. Our culture is built for people who like to write things down and move quickly.
Meaningful ownership in a small, high-impact Legal team. You’ll help shape how Tremendous builds product, scales contracting, and manages regulatory risk.
Complex problems, practical solutions. The product looks simple from the outside; the constraints underneath are real—and interesting.
Competitive pay and benefits. For this role, base salary ranges from $180,000 to $230,000.
We're a remote company. Work from wherever you want in the Americas.
Smart people and a great culture. See our company handbook.