Head of GTM & Marketing (Equity-only)

Why This Role Exists

Freelancers, contractors, and small business owners lose thousands every year - not because they don’t earn it, but because admin chaos quietly eats it away.

Receipts are scattered across inboxes, photo galleries, PDFs, wallets, and bank feeds. Tax time becomes stressful. Deductions are missed. Hours are wasted on work that adds zero value.

Terrapin exists to remove that friction completely.

We’re building the most advanced receipt intelligence platform on the market - software that automatically discovers receipts wherever they live, understands them, and prepares them for tax and deduction workflows with almost no manual effort.

This role exists because the product is ready - and now it needs a voice, energy, and momentum.

Where We’re At

Terrapin is pre-seed, product-led, and founder-built.

• Core receipt discovery is working end-to-end
• Categorisation and classification are improving rapidly day-by-day
• The app is now in UAT and real-user beta
• Brand foundations, positioning, and initial content exist
• Early interest from CPAs who want this for their clients

What we don’t yet have is a fully owned, high-velocity go-to-market engine.

That’s where you come in.

The Opportunity

This is not a brand-only role. This is not a content-only role. This is not a “wait for instructions” role. This is a founder-level GTM role.

You’ll take a blank canvas and shape how Terrapin shows up in the world - what we say, where we show up, how we attract users, and how momentum builds heading into launch and our seed round.

You’ll work directly with the CEO, operate with real autonomy, and have permission to experiment, test, learn, and iterate fast.

If you have strong hypotheses, you can test them.

If something works, you double down. If something doesn’t, you kill it and move on.

What This Role Feels Like (Day to Day)

• Shipping and testing ideas quickly without waiting for permission
• Creating content that actually resonates - and seeing real users respond
• Running scrappy experiments across channels and doubling down on what works
• Shaping a brand people want to talk about, not just dashboards people skim
• Tight feedback loops with product and founder
• Watching traction build because of decisions you made

It’s hard work - but it’s creative, visible, and energising work.

What You’ll Own

• Build and run the end-to-end go-to-market strategy
• Shape and evolve Terrapin’s brand narrative and messaging
• Own short-form content strategy and production (weekly cadence)
• Run and manage social channels (Instagram, LinkedIn, Reddit)
• Create and maintain a consistent publishing engine (daily/weekly)
• Design and run growth experiments across paid and unpaid channels
• Build the pre-launch funnel and drive waitlist signups
• Develop CPA-facing collateral and support the CPA partner channel
• Stand up the analytics stack for acquisition, engagement, and traction
• Work with the CEO on launch planning and investor-facing traction metrics
• Help build the early Terrapin community (freelancers, 1099s, CPAs)

This is strategy and execution.

What Success Looks Like (First 90 Days)

• 100+ pieces of content shipped
• 3-5 acquisition loops actively running
• 1,000-2000+ signups including pre-launch waitlist
• Clear ICP with refined, tested messaging
• Early CPA partners onboarded with usable collateral
• Foundational GTM dashboards and metrics in place
• A credible traction narrative for seed fundraising

12 Months From Now

If this works the way we expect:

• You’ve built the GTM engine that took Terrapin from pre-launch to real traction
• You’re publicly associated with the brand, voice, and growth story
• You’ve shaped messaging and channels that scale
• You’ve influenced product direction through real user feedback
• You hold meaningful equity in a company with momentum and optionality

This should be a career-defining chapter, not just a role.

Who This Role Is Perfect For

• Early-stage GTM leaders who want real ownership
• Former founders or senior ICs who like building from zero
• Marketers who blend strategy, creativity, and execution
• People comfortable operating without a playbook
• Builders motivated by autonomy, leverage, and equity upside

Who This Role Is Not Perfect For

• Anyone looking for a highly structured, top-down environment
• People who only want to manage agencies or teams
• Candidates who need immediate cash compensation
• Those uncomfortable with ambiguity or experimentation

Compensation & Ownership

• This is an equity-first role until our seed round
• Cash compensation begins post-raise (target early 2026)
• Equity is meaningful, flexible, and tied to impact and commitment
• If you’re exceptional, we’ll build the role around you

This is about leverage, influence, and long-term upside - not just title or salary.

Why Join Terrapin

You’ll join at the ground floor of a company solving a real, pervasive problem.

The product is ready. The pain is obvious. The market is wide open.

We’re looking for someone who wants to help build something people genuinely need - and have fun doing it.

If that sounds like you, we should talk.
Contact me at [email protected]