Senior Business Development Manager

London, England, United Kingdom Full-time

Senior Business Development Manager

Trail makes it easier to run a good shop, restaurant or pub

Our habits have been transformed by technology over the last 20 years. But the average day for waiters, chefs, cashiers and managers has barely changed. We’re changing that.

Trail is a complete guide to the working day, with simple, powerful tasks for the service industry. We’ve had a very successful first few years, raised enough money and signed huge brands like Wagamama, Leon, Brewdog, Bill's, Deliveroo, Gymbox and many more.

We’re remote-first with flexible, human working hours. There’s a London/Moorgate base that some of our 19 team work from, and everyone gathers a couple of times a month.

We’re small and want to stay that way. It’s a tight, talented team that remains nimble whilst solving the biggest problems the industry faces. A place everybody can shape.

What’s the opportunity?

Trail’s commercial function has been driven using classic outbound sales techniques.  We’re proud of what we’ve achieved and it’s producing the numbers, but we’re always challenging ourselves to find better ways of working.

The challenge is to optimize each activity that wins a customer.  We want this to be a fixed process, repeatable at scale - an effective sales playbook with an amazing team to match.

We need a salesperson, but one who can understand the need for scale too.  The product has the ability to be truly global, and we’ll need you to be part of the team that’s going to realise that opportunity and grow with it.  We can’t wait to meet you.

What will I be doing?

  • Running day to day sales for medium to large customers, through strong partnerships with our Customer Success team.
  • Effectively hiring, coaching and inspiring Sales Development Managers.
  • Building an outbound sales development team and process to complement our existing inbound sales development team.
  • Through analyzing our data, constantly testing new and innovative ways to capture and convert prospective customers and evangelizing our learnings through thought leadership activities.

What skills & experience do I need?

  • Experience in hospitality, retail or leisure.
  • Demonstrable results in B2B SAAS solution selling.
  • Passionate about technology as a means for business development.
  • Excellent written and verbal communication.
  • Ruthless deal closer.
  • Analytical and data-driven.
  • A great attitude and love for teamwork :)


  • Competitive salary.
  • Minimum 33 days holiday.
  • Flexible hours and remote working.
  • Equity in the company.
  • MacBook and Phone.
  • Great career progression opportunities.
  • A great working culture, trips abroad and work outings.

Please apply with a CV and covering letter to this opening.  We do not use recruitment agencies sorry!