GTM Strategy & Ops Lead

Tremendous
Regional
RemoteCareer-pivot friendly

Who this role is best for

Strong fit for candidates with strategic and operational experience who thrive in a remote, documentation-first environment and can take ownership of cross-functional initiatives.

Best fit for

  • Candidates with consulting or investment banking experience and a track record of independent execution
    — “4+ years of experience in some combination of: Highly strategic work such as investment banking or consulting”
  • Individuals who have led startup operations and are comfortable with fast-moving, high-impact projects
    — “Being an operator at a start-up”
  • Professionals who value remote flexibility and prioritize writing and documentation over in-person meetings
    — “We’re a fully remote, high-documentation, low-meeting culture”

Things to consider

  • The position demands rapid delivery of analyses and market sizing estimates, with little room for delay
    — “Producing sharp, actionable analyses in days—not weeks.”

How to stand out

  • Highlight experience with market validation and GTM strategy in your resume and interview stories
    — “Leading new-vertical exploration and driving the first wave of GTM execution.”
  • Showcase your experience with competitive intelligence and identifying emerging trends
    — “Owning competitive intelligence across priority use cases and industries.”
  • Demonstrate your ability to work with senior leadership on high-priority projects directly
    — “Acting as a key point of contact for leadership-level special projects.”
Pace · Fast PacedCollaboration · MediumAutonomy · HighDecision Impact · Company

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

What success looks like

  • new-vertical exploration
  • first wave of GTM execution
  • sharp, actionable analyses
Typical background
4+ years of experience in strategic work such as investment banking or consulting, or being an operator at a start-up

Skills & requirements

Required

GTM StrategyCompetitive IntelligenceMarket SizingHigh-priority Initiative OwnershipDocumentation-first Culture

Preferred

Investment BankingStart-up Operations

Stack & domain

Investment BankingConsultingStart-up OperationsWritten CommunicationAutonomous WorkFinanceTechnology

About the role

Original posting from Tremendous via Ashby

About the role:

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.

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. We’re a documentation-first culture.
  • Desire and ability to work autonomously and drive your work. Tremendous is not a great fit for people who default to waiting for instructions.

What's cool about the role

  • You’re the second set of hands on the highest-priority problems, with a direct line to senior leadership.
  • You don’t hand off the deck. New-vertical work runs from “is this a market” through the first GTM execution, and you’re on the hook for both.
  • Analyses in days, market sizing in weeks. No committee review cycles, no steering groups.
  • Profitable, no investors, fully remote, documentation-first. You’ll spend your time thinking and writing, not sitting in meetings justifying the work.
  • Competitive pay and equity. Base salary for this role: $165,000 - $200,000.
  • Real benefits. 100% covered health (US), unlimited PTO, 12-16 weeks paid parental leave.
  • Fully remote. Work from anywhere in the Americas.
  • Great culture. Read more about how we work in our public handbook https://handbook.tremendous.com/.

Source: Tremendous careers (Ashby)

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