Sales Trainer (Field)

SumUp; Greater London; On-site; GBP 40,000 - 60,000; Full time

Benefits offered by this job

28 days annual leave

Private health insurance

L&D budget

Commuter benefits

Retirement scheme

Life insurance

Sabbatical after 3 years

Referral bonus

Job summary

SumUp is seeking an energetic Sales Trainer to lead onboarding for UK field sales reps from day one. The role combines live workshops with self-directed content, aiming to turn newcomers into high-performing team members.

You will run role-play sessions, accreditations, and track activation and performance data to quantify impact. The position is office-first in London, offering a dynamic, fast-paced environment with room to grow.

Qualifications

• Excellent facilitation and feedback skills with diverse experience levels.
• Proven track record delivering live and virtual sales training.
• Experience running role-play and accreditation sessions.
• Ability to link training to activation, reps performance and sales results.
• Experience creating/adapting training materials for fast-paced environments.
• Knowledge of digital learning platforms and common sales tools.

Responsibilities

• Deliver onboarding for up to 60 new field reps monthly via live workshops and self-directed content.
• Lead role-play assessments and accreditations for sales readiness.
• Track activation and performance data to measure training impact and close gaps.
• Collaborate with UK Field Sales Trainer and Team Lead to iterate training programmes.
• Partner with Territory Managers and recruiters to apply insights to onboarding and performance.

Skills

Facilitation

Coaching

Sales training

Role-play facilitation

LMS knowledge

Data-driven outcomes

Job description

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

About The Team

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.

What You'll Do

• 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

You'll be great for this role if…

• 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

Why you should join SumUp

• 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 (SumUp matches 7% when you contribute 5%)
• Peace of mind: life insurance from MetLife 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 SumUp team

About SumUp

Be empowered to do more that matters.

At SumUp, 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 SumUp 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 SumUppers from over 90 nationalities, united by global collaboration and an innovative mindset. Our core values lay the foundation for who we are and what we stand for, shaping our work culture and driving our success. We foster inclusivity and a continuous learning culture, providing a safe space for personal and professional growth. Our differences make us unique and strong as we strive to create an environment where everyone belongs and feels supported, no matter how they identify.

SumUp is proud to be an Equal Employment Opportunity employer, actively seeking and embracing diversity in our workforce. We don't make hiring or employment decisions based on race, colour, religion or religious belief, ethnic or national origin, nationality, sex, gender, gender identity, sexual orientation, disability, age or any other basis protected by applicable laws or prohibited by company policy. Our commitment extends beyond recruitment to creating a safe and respectful workplace where harassment of any form is strictly prohibited. Discover more about our culture and opportunities on our careers website, and follow our journey on LinkedIn, Instagram, and TikTok.

Job Application Tip

We recognise that candidates feel they need to meet 100% of the job criteria in order to apply for a job. Please note that this is only a guide. If you don’t tick every box, it’s ok too because it means you have room to learn and develop your career at SumUp.