Head of Demand Generation - 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.

About the Role

We’re looking for a Head of Demand Generation to lead our next phase of growth by building qualified sales pipeline and acquiring self-serve customers.

You’ll lead a strong team of paid media marketing professionals, setting the strategy for where to invest, what to test, and how to scale. You’ll bring media and creative execution together to produce winning ads that attract and convert the right customers, with a clear mandate to embed AI into how the team works - from execution and analysis to autonomous optimization.

Reporting to the VP of Marketing, you’ll turn our ambitious growth targets into a focused strategy and measurable results.

What You'll Do

• Set the growth strategy: Turn business targets into clear channel priorities, budgets, and experiments. Decide where to double down and where to pull back.
• Lead and develop the team: Give people clear direction, strengthen their judgment, and help them grow.
• Make creative a growth lever: Partner with Product Marketing and Content to turn our value propositions into ads that connect with buyers. Build a steady rhythm of testing and learning.
• Turn data into decisions: Connect spend to customer quality, pipeline, and business results. Make clear calls even when the data is messy.
• Improve the full funnel: Grow lifecycle marketing motions, partner with RevOps & Sales on segment prioritization, and align with product to improve conversion and product-led growth.
• Lead the team’s AI transformation: Build agentic workflows that move from supporting execution to analyzing performance and, over time, independently optimizing campaigns.

What You'll Bring

• 10+ years in marketing, with a proven record of leading demand generation and hitting growth targets.
• Experience scaling paid media based on data-driven insights.
• Strong people leadership with a track record of developing talent and setting clear expectations.
• Analytical judgment to turn incomplete, messy data into clear priorities and useful learnings.
• Creative instincts to bring a value proposition to life and assess audience connection.
• Practical experience with AI and agentic workflows, plus the curiosity to keep pushing their capabilities.
• Strategic range and attention to detail across cross-functional work.
• Clear written communication skills suited for a documentation-first, low-meeting culture.

What's Cool About the Role

• Fast growth: Work at a profitable, rapidly growing company with massive market opportunity.
• Competitive pay & equity: Base salary range of $250,000 - $300,000 plus equity.
• Comprehensive benefits: 100% covered health insurance (US), unlimited PTO, and 12-16 weeks paid parental leave.
• 100% Remote & Async-Friendly: Read more about how we work in our public handbook.