Product Manager

London, England, United Kingdom | Product | Full-time | Partially remote


Trail is changing the way hospitality is run.

From independent coffee shops to massive pub chains, to some of your favourite spots like Honest Burger, wagamama and Black Sheep. We're building tools to simplify the daily jobs busy teams do each day. And we need your help ✊

6 years ago, our competitive advantage was timing - we were designing a new category. Now, it’s social proof and a tightly focused, well designed product.
B2B Sales drove growth, but then came 2020. Our customers stuck with us but the landscape had clearly changed.
The last year was spent updating the product to full self-service, opening new markets and whole new opportunities for product-led growth. And we’re just getting started.
We’re now looking for a Product Manager to help write this next chapter.

How we work

Trail has always been remote-first. There’s an optional London office where all 20 of us gathered every 2 weeks (and aim to continue in the spring).
There are 3 teams - Product, Growth and Customers. Product consists of 6 full-stack Engineers, 3 Directors... but no product managers. Previous PMs were grown internally, but recently the Directors have covered the gap.
We’re constantly reviewing and improving our product process, but broadly we
  • Work in 6 week cycles in teams of 2-3 engineers & 1 product lead
  • Ship with continuous delivery and weekly demos
  • Meet regularly with the Growth & Customers teams
  • Stay close to customers with a Support rota and site visits
  • Run on remote, collaborative tooling - Slack, Figma, Coda, Github

What you’ll be doing

As the only dedicated product manager, you have influence from the top to the bottom of the funnel. You own problems from start to finish. You’re the go-to on product questions. You see things that need fixing and you get it done. And you’re a domain expert, finding or growing new markets and revenue streams.
Your closest colleagues are the Product Co-founder, Product Design Director and Technical Director. In brief, you’ll
  • Prioritise the roadmap with the Directors
  • Write up problem & objective docs
  • Write solution docs and pragmatically break it down
  • Build simple prototypes and wireframes to communicate solutions
  • Steer and unblock engineers
  • Track the impact of any work, with summaries of user & customer feedback & data for the wider business

A bit about you

  • A degree or equivalent practical experience
  • 2+ years at a tech company in a related role shipping product
  • Clear passion & intuition for product
  • A proven builder & problem-solver
  • Ability to work respectfully & constructively with diverse teams
  • Live within a realistic timezone for UK working hours


  • £40k - £55k salary depending on experience
  • Minimum 33 days holiday
  • Flexible hours and remote working
  • Paid travel to and from the office
  • Macbook Pro
  • Employee R&D time
  • A great working culture, trips abroad and work outings
Trail is committed to creating a diverse and inclusive environment - we celebrate the individuals that make us, us. We welcome people of all backgrounds to apply who are also passionate about making everyday work better.