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Tremendous

Global B2B rewards distribution platform

Head of Finance

Full-Time
$250k - $290k/yr+ Equity
Mid, Senior
Remote in USA+1 moreMore locations: New York, NY, USA
RemoteRemote work is available from anywhere in the Americas.

About the job

Requirements
  • At least 4 years of experience at growth-stage startups, including leading finance teams and owning the financial planning and analysis model.
  • Experience thinking strategically about finance and communicating compelling financial narratives.
  • Strong financial modeling skills using Excel or other modeling tools.
  • Experience pricing and structuring complex enterprise deals, ideally in a business-to-business context.
  • Hands-on involvement in startup transactions, including investments or acquisitions.
  • Ability to analyze data to identify trends, inefficiencies, and opportunities.
  • Willingness to perform hands-on work rather than delegating everything.
Responsibilities
  • Own financial planning and analysis by overseeing and maintaining detailed financial models for complex revenue streams and documenting assumptions, outputs, and scenarios with the Finance and Data teams.
  • Drive forecasting and planning by keeping financial forecasts updated, accurate, and defensible and automating processes where possible.
  • Support the deal desk by helping structure and price complex enterprise deals and working cross-functionally with sales, legal, and product.
  • Analyze business data to identify trends, inefficiencies, and opportunities.
  • Create external financial narratives for potential strategic partners, vendors, and long-term stakeholders.
  • Build the finance function by developing the team and establishing best practices for financial operations.

About the company

Tremendous provides a B2B platform for sending payouts and rewards globally. It offers a catalog of over 2,000 reward options, including gift cards and digital payments, which allow recipients to choose rewards that are valuable to them. Clients manage distributions via bulk uploads or individual transactions, and Tremendous handles end-to-end delivery, with instant fulfillment and easy redemption. The platform integrates with more than 5,000 tools, enabling seamless incorporation into existing systems. Unlike many competitors, Tremendous has grown profitability without venture capital and began as a Y Combinator-backed startup, highlighting a history of sustainable growth. Its goal is to help organizations run efficient, scalable incentive programs and payout workflows worldwide by providing flexible rewards and reliable delivery.

Company Size

201-500

Company Stage

Early VC

Total Funding

$630K

Headquarters

New York City, New York

Founded

2010

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Simplify's Take

What believers are saying

  • Tremendous named a G2 2026 Best Software Product in February 2026.
  • Its blog says $2B+ funds delivered and $1B+ payouts sent.
  • New 2026 reports on state preferences and GPT cashback expand top-of-funnel reach.

What critics are saying

  • Giftogram edges Tremendous on support and admin scores in G2 comparisons.
  • Awardco, Guusto, and Tango crowd rewards budgets with larger review volumes.
  • Compliance and fraud screening burden grows as payouts scale across 200 countries.

What makes Tremendous unique

  • VC-free and profitable, with founders and employees owning Tremendous in 2026.
  • Global payouts span 200-plus countries with one integration and 1,000 redemption choices.
  • Tremendous analyzes millions of redemptions, turning payout data into product credibility.

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Benefits

Remote work

Apple equipment

Unlimited vacation

Learning budget

Parental leave

Health, dental, & vision

Growth & Insights and Company News

Headcount

6 month growth

↑ 2%

1 year growth

↑ 4%

2 year growth

↑ 2%
Yahoo Finance
Nov 8th, 2023
Tremendous Appoints Former Asana and Google Exec as Vice President of Marketing as Platform Crosses $1 Billion in Payout Transactions

In addition to its Vice President of Marketing appointment, Tremendous recently promoted Angie Peng to Vice President of Strategy and Sales.

FF News
Aug 17th, 2022
Tremendous Names Craig Whitmer Vice President Of Sales

Tremendous, a payouts platform enabling businesses to send money to anyone around the world, named Craig Whitmer as Vice President of Sales. “The Tremendous team built a platform that’s already been adopted by some of the world’s premier institutions — and they did it with a small but mighty team,” Whitmer said. “That’s a testament to the quality of their people and their product. I’m so excited to help Tremendous achieve its next stage of growth.”

Digi Influence
Aug 17th, 2022
Awe-inspiring Names Vice-president of Sales, Craig Whitmer

Tremendous, a payouts platform enabling businesses to send money to anyone around the world, named Craig Whitmer as Vice President of Sales.