Head of Demand Generation

Tremendous
United States
Remote

Who this role is best for

Experienced marketing leaders with AI expertise and a focus on data-driven strategies will find this remote, fast-growth role in demand generation at a profitable company.

Best fit for

  • Candidates with a background in paid media and a track record of scaling campaigns using data insights
    — “Experience scaling paid media based on data driven insights.”
  • Individuals who have led teams and emphasized talent development and clear expectations
    — “Strong people leadership. You develop talent, set clear expectations, and help them reach their full potential.”
  • Professionals who have integrated AI into marketing workflows and are curious about its evolving applications
    — “Practical experience with AI and agentic workflows, and the curiosity to keep pushing what they can do.”

Things to consider

  • The role demands high levels of analytical judgment and creative instincts beyond standard marketing capabilities
    — “Analytical judgment. You can turn incomplete, messy data into clear priorities and useful learnings.”
  • Candidates must be comfortable with a documentation-first, low-meeting culture and clear communication
    — “Clear written communication and comfort working in a documentation-first, low-meeting culture.”

How to stand out

  • Highlight AI integration experience and results from scaling paid media campaigns in your resume and interviews
    — “Lead the team’s AI transformation. Build agentic workflows that move from supporting execution to analyzing performance.”
  • Emphasize your ability to align marketing with product-led growth and RevOps/Sales collaboration
    — “Improve the full funnel. Grow lifecycle marketing motions, partner with RevOps & Sales on segment prioritization and align with product.”
  • Demonstrate how you’ve turned business targets into focused strategies with measurable outcomes
    — “Set the growth strategy. Turn business targets into clear channel priorities, budgets, and experiments.”
Pace · Fast PacedCollaboration · HighAutonomy · HighDecision Impact · Company

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • setting the growth strategy
  • leading and developing the team
  • turning data into decisions
Typical background
10+ years in marketing, with a proven record of leading demand generation and hitting growth targets

Skills & requirements

Required

Demand GenerationPaid Media MarketingTeam LeadershipData-driven Decision MakingAI Integration

Preferred

Product-led GrowthAgentic Workflows

Stack & domain

Paid Media MarketingAIAgentic WorkflowsData AnalysisCreative ExecutionLeadershipStrategic PlanningTeam DevelopmentDemand GenerationMarketingSales

About the role

Original posting from Tremendous via Ashby

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 https://www.g2.com/products/tremendous/reviews.

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. You develop talent, set clear expectations, and help them reach their full potential.
  • Analytical judgment. You can turn incomplete, messy data into clear priorities and useful learnings.
  • Creative instincts. You know how to bring a value proposition to life and assess whether creative connects with its audience.
  • Practical experience with AI and agentic workflows, and the curiosity to keep pushing what they can do.
  • Strategic range and attention to detail. You connect the bigger picture, work well across functions, and dig into the specifics when needed.
  • Clear written communication and comfort working in a documentation-first, low-meeting culture.

What's cool about the role

  • Fast growth. You'll work at a company growing quickly yet sustainably. We’re profitable with plenty more opportunity ahead.
  • Competitive pay and equity. Base salary for this role: $250,000 - $300,000.
  • Real benefits. 100% covered health (US), unlimited PTO, 12-16 weeks paid parental leave.
  • Fully remote.
  • Great culture. Read more about how we work in our public handbook https://handbook.tremendous.com/.

Source: Tremendous careers (Ashby)

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