Build the future of UK travel compliance

We're a fast-growing team of engineers, designers, legal experts, and mobility enthusiasts. If you want your work to genuinely impact millions of UK drivers, you're in the right place.

Work that matters

We offer more than a salary. We offer meaningful work, a brilliant team, and a genuine stake in what we're building.

Competitive Salary + Equity

Market-leading base salaries and meaningful equity participation. We want everyone to benefit from Tripinsync's success.

Remote-First Culture

Work from wherever you do your best thinking. We have a Canary Wharf hub for those who want it, but our team is distributed across the UK.

Learning & Development

£2,000 annual L&D budget per person, conference attendance, and structured mentoring. We invest in your growth as much as you invest in ours.

Health & Wellbeing

Private healthcare, dental, mental health support via Spill, gym subsidy, and 33 days holiday (including bank holidays) to recharge properly.

EV Benefit Scheme

Tripinsync's salary-sacrifice EV lease programme makes driving electric more affordable. Practice what we preach — every team member can access green transport benefits.

Inclusive Culture

A genuinely diverse team where every voice matters. We actively recruit from underrepresented backgrounds and partner with Coding Black Females, Founders & Coders, and others.

3 roles open right now

We're growing fast. These are the roles we're hiring for today.

Senior Product Engineer (Full Stack)

You'll build and ship core features across our web platform and API — from the PCN management engine to our AI integration layer. We work in TypeScript, React, Node.js, and PostgreSQL. You'll own features end-to-end, from architecture to production.

What we're looking for: 4+ years full-stack experience, strong TypeScript skills, experience with RESTful APIs and modern React patterns, and a genuine interest in building products that solve real problems for real people.

Full Time Remote (UK) TypeScript React Node.js £80,000 – £105,000
Apply Now

AI/ML Engineer — Legal & Compliance

This is a rare opportunity to apply cutting-edge NLP and LLM technology to a domain with genuine legal and financial stakes. You'll own our AI PCN appeal engine — improving accuracy, expanding jurisdiction coverage, and developing new AI-powered compliance features.

What we're looking for: Strong Python and ML engineering skills, experience with LLM fine-tuning or RAG architectures, and ideally some exposure to legal tech, document classification, or structured output generation.

Full Time Hybrid (London) Python LLMs NLP £90,000 – £120,000
Apply Now

Head of Growth & Partnerships

Lead Tripinsync's commercial expansion. You'll own our B2B sales pipeline, develop strategic partnerships with fleet operators, insurance providers, and mobility platforms, and build the team and processes to scale revenue from £2M to £10M ARR.

What we're looking for: 5+ years B2B SaaS sales or partnerships experience, ideally in fleet, insurance, or mobility. A track record of closing enterprise deals and building lasting relationships. Strong commercial acumen and genuine enthusiasm for the UK mobility space.

Full Time London / Remote (UK) B2B Sales Partnerships £75,000 – £95,000 + Commission
Apply Now

Don't see your role?

We're always interested in exceptional people — even if we haven't posted the right role yet. Send us your CV and a note about what you'd love to work on.

Send a Speculative Application

What to expect

We respect your time. Our hiring process is transparent, fair, and moves fast.

1

Apply

Send your CV and a short cover note via our contact form. Tell us why Tripinsync, and what you'd want to work on. We read every application personally.

2

Intro Call

A 30-minute video call with our People team to learn about you, tell you more about us, and check mutual fit. No gotcha questions — just a real conversation.

3

Technical / Skills Assessment

A focused 2–3 hour take-home task (or pair programming session for engineering roles). We pay for your time if the task exceeds 2 hours. No trick questions.

4

Team Interview

Meet 2–3 members of the team you'd work with. A chance to explore the role in depth and ask us anything. We want you to feel confident about your decision.

5

Offer

We move quickly. If it's a yes, you'll receive a written offer within 2 business days of your final interview. We don't leave people waiting.

6

Join Us

Structured onboarding, a dedicated buddy, and everything you need to hit the ground running. Most people say they've shipped something meaningful within their first month.

Ready to make a difference?

Join 35 people building the UK's most comprehensive travel compliance platform.