GTM Strategy & Ops Lead - Tremendous

About Tremendous

Tremendous is the global platform built for businesses to send thousands of payouts to anyone, anywhere, for free. We're trusted by 20,000 organizations like Atlassian, MIT, and United Way to deliver gift cards and money to millions of recipients worldwide.

Our customers (researchers, marketers, HR teams, nonprofits, and platform businesses) rave about how fast and easy Tremendous is to use. Check out our ratings on G2.

Tremendous is profitable and growing without outside investors. We’re a fully remote, high-documentation, low-meeting culture, which means more time for what matters in both your professional and personal life. The team agrees—our employee NPS is in the high 80s.

What You'll Do

Serve as a high-leverage, cross-functional GTM utility player, taking ownership of a rotating set of high-priority initiatives. This could include:

• Leading new-vertical exploration and driving the first wave of GTM execution.
• Owning competitive intelligence across priority use cases and industries.
• Identifying, investigating, and validating new growth levers and emerging trends.
• Producing sharp, actionable analyses in days—not weeks.
• Developing credible market sizing estimates in weeks—not months.
• Acting as a key point of contact for leadership-level special projects.

What You'll Bring

• 4+ years of experience in some combination of:
  • Highly strategic work such as investment banking or consulting
  • Being an operator at a start-up
• Strong written communication skills in a documentation-first culture.
• Desire and ability to work autonomously and drive your work without waiting for instructions.

What's Cool About the Role

• Direct line to senior leadership as the second set of hands on highest-priority problems.
• Full execution ownership: new-vertical work runs from market validation through the first GTM execution.
• High-velocity decision making: analyses in days, market sizing in weeks with no committee review cycles or steering groups.
• Profitable, boostrapped, fully remote, and documentation-first.

Compensation & Benefits

• Base Salary: $165,000 - $200,000 USD + competitive equity
• Health Coverage: 100% covered health insurance (US)
• Time Off: Unlimited PTO and 12-16 weeks paid parental leave
• Location: Work from anywhere in the Americas
• Culture: Read more about how we work in our public handbook