About Nomad

Nomad is building the financial operating system for fleets: fuel cards, real-time transaction processing, invoicing, and working-capital finance, increasingly automated by production AI. We are a small, fast-moving team that cares deeply about doing right by our customers, which in our business means getting the numbers exactly right, every time.

The opportunity

Nomad is building the operating system for fleet fuel and working-capital finance. Every day our platform processes transactions from multiple networks, prices and taxes them, generates client invoices, and runs invoice factoring and collections. A growing fleet of production AI agents now performs underwriting, risk-scoring, and back-office work that was once manual. In a business like ours, a wrong number is a wrong invoice to a real customer, so engineering quality is not a nicety: it is the product.

We are hiring a Head of Engineering to lead all of engineering through our next stage of growth. You will set the technical vision, raise the engineering bar, build and mentor the team, and be accountable for a platform that does the right thing with money at increasing scale and across more than one product line. This is a hands-on leadership role: you will spend your time on strategy, architecture, and people, and you will not be far from the code.

What you will do

•    Own the technical vision and architecture for a modern, event-driven TypeScript platform spanning web, mobile, data, and a production AI agent fleet.

•    Lead the design of high-impact, scalable systems, and make the architectural decisions that keep our products a fuel-transaction and invoicing platform and an invoice-factoring portal coherent on a shared cloud foundation.

•    Be accountable for end-to-end reliability and security: observability, on-call, incident response, and the compliance posture for handling payment-card data and PII.

•    Build the team: hire, mentor, and grow a high-performing engineering team, and establish pragmatic standards for testing, code review, and releases that fit a high-growth startup rather than a large enterprise.

•    Drive delivery: translate business goals into a clear technical roadmap and deliverables, partnering closely with product, design, and operations to ship quickly without sacrificing correctness.

•    Advise the executive team on technology strategy, build-versus-buy decisions, and the investments that de-risk the platform as transaction volume grows.

How we use AI

We do not build chatbots. We run production AI agents that make and assist financial decisions inside our back office — classifying failed payments by risk, scoring clients for churn and non-payment, drafting collections outreach, and supporting credit underwriting always behind a human-approval gate when money moves. We are looking for a leader who can grow this capability responsibly. In practice, that means experience with:

•    Production LLM systems (we run Anthropic’s Claude in production; Bedrock or OpenAI experience transfers well), including the cost, latency, and reliability trade-offs of model calls at scale.

•    Structured, deterministic model output — schema-constrained, validated, and verifiable — in place of free text wherever a typed result is required.

•    Data discipline: feeding models curated, well-scoped inputs rather than raw or unbounded data.

•    Human-in-the-loop design, audit trails, and guardrails for any decision that moves money in a regulated context.

•    Evaluation and monitoring of model outputs over time for correctness, hallucination control, and regression as prompts and models change.

•    Pragmatic judgment about when an agent framework helps and when a plain, testable service is the more reliable choice.

The problems you will own

These are the hard problems at the center of the role. A strong VP of Engineering will recognize them and bring a clear point of view to each:

•    Financial data correctness: getting the money math exactly right as we ingest high-volume transactions from many networks and turn them into client invoices and financing decisions.

•    Observability and reliability: monitoring and alerting that surface issues in minutes — before they ever reach an invoice — across a growing, distributed system.

•    Delivery confidence: a release process the team trusts, where what is reviewed and merged is reliably what runs in production.

•    Testing and verification: a testing culture and verification discipline the team can depend on as the platform grows.

•    Resilient integrations: clean, well-bounded integrations across many external networks, payment providers, and partner systems, each with its own edge cases.

•    Multi-region scale: standing up new regions and growing transaction volume without compromising correctness or reliability.

Our stack

TypeScript end to end, with event-driven services and web and mobile apps running on Google Cloud. Relational and analytics data layers support real-time processing and reporting, and our AI agents are built on Anthropic’s Claude. Infrastructure is managed as code with branch-based CI/CD. We will go deeper on the architecture during the process.

What we are looking for

•    10+ years building and operating production software, including several years in a senior engineering-leadership role (VP, Head, Director, or Principal) where you owned both architecture and a team.

•    Deep, current TypeScript across the stack (Node and React; React Native a plus), and fluency with event-driven, microservices architectures.

•    Hands-on experience with a major cloud platform (we run on GCP; strong, transferable AWS or Azure experience is welcome), including managed databases, infrastructure as code, and containerized CI/CD.

•    A track record in payments, lending, or another domain where data correctness is non-negotiable, and the observability and controls that keep it correct.

•    A pragmatic, blameless engineering culture: you measure, you document, and you leave teams stronger than you found them.

Bonus points

•    Applied LLM or AI experience in production, or a credible, demonstrated plan to lead it.

•    Familiarity with fuel, logistics, factoring, or fintech regulatory requirements.

•    Experience scaling an engineering organization through Series A to B and beyond.