Head of Engineering

Nomad • Toronto, ON

17h

About The Position

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.

Requirements

• 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.

Nice To Haves

• 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.

Responsibilities

• 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.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed