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Head of GTM Engineering

Fun

San Francisco, CAFull-timePosted todayStill listed today

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At a glance

Compensation
No compensation found
Location
San Francisco, CA
Schedule
Full-time
Work Authorization
Not specified

Olive focuses on jobs in the United States, including remote roles you can work from there.

Job overview

Fun builds infrastructure for consumer-facing fintech applications, including onboarding, account access, and money movement for blockchain-based systems. The Head of GTM Engineering owns revenue data, signal-based pipeline generation, deal intelligence, strategic-deal prototypes, internal copilots, forecasting, and product feedback loops. The role works closely with sales, product, customer success, finance, and the CRO, with success measured by business outcomes such as pipeline, forecast accuracy, and rep selling time.

Skills & qualifications

RequiredNice to have

Skills

Other Engineering, nice to haveData Pipeline, nice to haveAPI Management, nice to haveCustomer Relationship Management, nice to haveAnalytics, nice to haveCryptography, nice to haveProduction Systems Engineering, nice to haveData Pipelines, nice to haveAPI Development, nice to haveLLM Automation, nice to haveFrontend Development, nice to haveCRM APIs, nice to haveGTM Tooling, nice to haveData Enrichment, nice to haveSales Sequencing, nice to haveCall Intelligence, nice to haveWarehouse Analytics, nice to havePrompting, nice to haveLLM Evaluation, nice to haveRetrieval, nice to haveAI Agents, nice to haveCommercial Acumen, nice to haveCrypto, nice to haveOnchain Data, nice to haveCustomer Engagement, nice to haveProduction Operations, nice to have

Qualifications

High-Intensity Environment Experience, nice to have

Full job description

Capital markets are undergoing a fundamental shift. Assets that live in fragmented systems and manual workflows are moving onto blockchains, systems designed to move and store value more transparently and efficiently. While this unlocks more open and programmable financial systems, it also introduces significant complexity. For most users, interacting with this new infrastructure is still too difficult. Fun builds the infrastructure that powers consumer-facing fintech applications, handling onboarding, account access, and money movement so users can interact with blockchain-based systems as seamlessly as they do with traditional finance. For fintech builders, Fun provides a best-in-class onboarding and deposit stack that drives conversion and unlocks user growth. We operate at the intersection of financial infrastructure, complex engineering, and product experience.

What You'll Own

  • Revenue data layer. CRM as the single source of truth, a warehouse that joins pipeline, product usage, onchain activity and billing at the account level. Everything below sits on this.

  • Signal-based pipeline engine. Outbound triggered by real intent: onchain activity, contract deployments, funding events, hiring, product usage. Enrichment, scoring, routing and sequencing, built so reps start their day with qualified work, not a blank list.

  • Deal intelligence. Call transcripts and email automatically update the CRM, surface risk, and prompt next steps. Reps sell; the system does the data entry.

  • Forward-deployed engineering on strategic deals. For large enterprise evaluations and RFPs, you build the integration prototype, sandbox or custom demo that wins the technical bake-off. You are in the room for the hard conversations.

  • Internal copilots. Account research, call prep, proposal drafting and objection handling, trained on our own win/loss history and customer language.

  • Forecasting. A forecast built from pipeline signals and historical conversion, reviewed weekly with the CRO. Forecast accuracy is one of your metrics.

  • Product feedback loop. Structured objections, feature gaps and lost-deal reasons from sales data, delivered to product monthly. Sales becomes a research input, not a complaint channel.

Why this matters beyond sales

You will treat product, customer success and finance as internal customers from day one. The same data layer powers usage-based billing, churn signals and product prioritisation. You present to the whole company every quarter, and your backlog is visible to everyone.

What success looks like: First 30 days: Audit of the current stack and data. Revenue data layer designed and the CRM cleaned to a defined standard. Backlog agreed with the CRO and ranked by impact.

First 60 days: Signal-based outbound engine live for one segment. Transcript-to-CRM automation in production. Reps measurably spending more time selling.

First 90 days: Forecast model in weekly use. First strategic deal where your prototype or demo was decisive. Monthly product feedback loop running.

Ongoing: Rep selling time, pipeline created from signals, cycle time, forecast accuracy, CRM completeness. Not number of automations shipped.

How we expect you to work:

  • Own outcomes, not tools. You are measured on what changed for the business, not on what you built.

  • Build on real workflows. Nothing gets automated until a rep is already doing it by hand and it is worth their time. No cathedrals.

  • Ship weekly, ride along monthly. You sit in on calls and deals regularly. Distance from the field is how this role fails.

  • Stay in the engineering culture. You use the company's stack, review practices and security standards. No shadow infrastructure.

  • Default to open. Your roadmap, metrics and decisions are visible to the whole company

What are we looking for:

  • A strong engineer who is comfortable owning production systems end to end: data pipelines, APIs, LLM-based automation, and the occasional front end.

  • Direct experience with modern GTM tooling (CRM APIs, enrichment and sequencing platforms, call intelligence, warehouse-native analytics) or the ability to learn it in weeks.

  • Fluency with LLMs in production: prompting, evaluation, retrieval, agents, and the judgement to know when a simple rule beats a model.

  • Enough commercial sense to sit in a customer meeting and know what will move the deal.

  • Familiarity with crypto and onchain data, or deep curiosity and a fast learning curve.

  • You have operated in a high-intensity, high-ownership environment and you liked it.

Why Join Us:

  • Shape the future of payments and programmable money
  • Work with bleeding-edge tech in a domain where innovation moves fast
  • Join a mission-driven team focused on access, openness, and trust
  • Be a key contributor, not just a cog—your work will ship fast and matter
  • Collaborate with top-tier protocols, builders, and financial infrastructure providers

Location and Work Environment:

This role is primarily in-person at our SF Office. We work together Monday through Thursday for fast, iterative collaboration and optional WFH Fridays to reset and recharge.

How this job compares

Set against the 1,306 open Revenue Operations jobs on Olive Jobs, counted November 14, 2026.

Pay
  • This postingNot listed
  • California median$155–220K/yr206 salary ranges
Openings
Olive Jobs lists 250 open Revenue Operations jobs in California and 1,306 across the US. 21% of them nationwide are listed as remote or flexible.
Hiring the most in California
Experience
Revenue Operations postings that state a minimum ask for 7 years of experience at the median; the middle half ask for 4 to 8 years (1,213 postings).
Education
379 of the 1,306 open Revenue Operations jobs (29%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 14, 2026. Figures based on too few postings are left out.

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