Director of Finance

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.

About the role

We're looking for a Director of Finance oversee our company's financial operations, ensuring that our financial decisions align with our strategic goals. Managing our Finance team, this role sits at the intersection of strategy, modeling, and execution—you'll be responsible for translating the complexity of our business into clear, compelling financial narratives for both internal decision-making and external stakeholders.

If you get excited by building sophisticated financial models, digging into data to find efficiencies, and structuring complex enterprise deals, this role is for you.

What You'll Do

• Create the external story: Package our business model and financials for external parties—whether that's potential partners, acquirers, or other stakeholders. Your investment banking background will be crucial here.

• Own FP&A: Oversee and maintain detailed financial models that capture our complex revenue streams. Work with the Finance and Data teams to document assumptions, outputs, and scenarios in a way that's both rigorous and understandable.

• Support Deal Desk: Help structure and price complex enterprise deals. Work cross-functionally with sales, legal, and product to ensure deals are both financially sound and aligned with our strategic goals.

• Drive forecasting and planning: Keep our financial forecasts updated, accurate, and defensible. Automate wherever possible.

• Explore and optimize: Dig into our data to identify trends, inefficiencies, and opportunities. Bring curiosity and analytical rigor to everything you do.

• Build the function: As we grow, you'll have the opportunity to build out the finance team and establish best practices for financial operations.

About You

• 2+ years in investment banking: You've spent time in IB and know how to build complex financial models, tell a compelling financial story, and think about businesses from a strategic perspective.

• 4+ years at growth-stage startups (ideally at least one FinTech): You've led finance teams and owned the FP&A model at fast-moving startups and understand the pace and ambiguity that comes with it. You're comfortable making decisions with incomplete information.

• $100MM+ transaction involvement: You’ve been intimately involved with multiple startup transactions, including at least one (either an investment or an acquisition) $100MM+

• Deal structuring experience: You've worked on pricing and structuring complex enterprise deals, ideally in a B2B context.

• Modeling obsessive: You genuinely enjoy building financial models and can get lost in Excel or other modeling tools. You care about getting the details right.

• Naturally curious: You ask "why" and "what if" constantly. You're drawn to complex problems and enjoy digging into data to find answers.

• Runway experience (preferred): You've used Runway for FP&A and know how to leverage it effectively.

• Low ego, high impact: You're excited to do the work yourself rather than delegating everything.

Why This Role is Different

• No board theater: We're profitable with no outside investors, which means no board meetings and no wasted time on investor relations. Your work will focus on actual financial planning and analysis.

• Complex, interesting business: Our revenue model is sophisticated and multi-faceted. If you like easy, simple SaaS businesses, this isn't the role for you. If you like intellectual challenges, you'll love it here.

• Competitive pay and benefits. For this role, base salary ranges from $220,000 to $280,000.

• We're a remote company. Work from wherever you want in the Americas.

• Smart people and a great culture. See our company handbook.