Field Sales Trainer South

London, office-first |
12-month fixed-term contract (with possibility of extension)

Our Sales Training team is a group of highly engaged and commercially minded trainers, working across Europe to make sure every field sales representative has the knowledge, skills, and confidence to succeed from day one. In the UK, we're growing fast — and the quality of that growth matters just as much as the pace. This role sits at the heart of that ambition: you'll be the person who turns new hires into active, high-performing field reps, and helps existing reps keep raising the bar.

If you're someone who thrives in a fast-paced environment, takes ownership without being asked, and genuinely cares about the impact of great training, this is a role worth getting excited about.

You’ll have the opportunity to shape how Field Sales Representatives are trained, supported, and activated across the UK — with a direct impact on their early success and on the growth of the business.

• Deliver engaging onboarding for up to 60 new field sales representatives per month through a blend of live workshops and self-directed content, taking ownership of their readiness from day one
• Lead role-play assessments and accreditations to evaluate sales readiness, provide constructive feedback, and ensure new hires are equipped to make their first sale
• Track activation rates and new joiner performance data to measure the commercial impact of training, identify gaps early and take action to improve outcomes
• Partner with the existing UK Field Sales Trainer and Training Team Lead to design and continuously improve programmes that drive sales volume, quality, and multi-product adoption
• Work closely with Territory Managers, recruiters, and Sales Enablement to share insights on candidate readiness, onboarding engagement, and early performance—and use those insights to improve what comes next

• Excellent facilitation, coaching, and feedback skills, with the ability to engage people with different levels of experience
• Proven experience delivering live and virtual sales training, including role-play facilitation and accreditation sessions
• Ability to connect training initiatives directly to commercial outcomes such as activation rates, rep performance, and sales results, and take ownership of those numbers
• Experience creating and adapting training materials, including assessments and self-directed content, that hold up in a fast-moving, high-volume environment
• Strong knowledge of digital learning platforms (LMS), sales tools, and blended learning approaches
• A valid UK driving licence and comfort travelling across the South of the UK to deliver in-person training

• Opportunity to work with a truly global, multicultural team from our Bankside location, in a culturally rich area that bridges deep history and modern living. This involves an office-first setup
• Commitment to Diversity and Inclusion: be part of a workplace that values and promotes diversity, fostering an inclusive environment where everyone's perspectives are respected and embraced
• Generous time off: enjoy 28 days of paid leave, plus bank holidays and special leaves
• A dedicated annual L&D budget for attending conferences and/or advancing your career through further education
• Health matters: private health insurance, including optical and dental
• Life made easier: salary-sacrifice commuter benefits via Gogeta
• Financial security: retirement scheme (Sum Up matches 7% when you contribute 5%)
• Peace of mind: life insurance from Met Life for 2× your salary
• Break4me: 1-month sabbatical after 3 years of service
• Referral Bonus: earn additional rewards by referring talented individuals to join the Sum Up team

Be empowered to do more that matters.

At Sum Up, we're on a mission to empower small businesses across the globe by providing simple and affordable tools that allow them to thrive. Today, over 4 million businesses in 37 markets rely on Sum Up as their financial partner to manage payments, finance and customer relationships.

Our commitment to small businesses is reflected in our diverse team of over 3,000 Sum Uppers…