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About the Role

Lead and grow a team of freelance Field Sales Associates across London South. This is a remote, field-based leadership role for a hands-on, motivated sales professional with experience managing independent or self-employed sales teams. Drive regional performance by recruiting, coaching, and inspiring your team to deliver outstanding results and exceptional merchant experiences. Accelerate growth in one of the UK’s most commercially dynamic regions, combining dense SME zones, vibrant hospitality markets, and diverse local business ecosystems.

Responsibilities

Lead, coach, and motivate a team of ~6-8 freelance Field Sales Associates to meet and exceed regional targets.
Recruit and onboard top-performing freelancers who embody the company’s values and sales excellence.
Conduct joint field visits to coach associates on prospecting, pitching, and closing techniques.
Monitor performance metrics, track productivity, and provide structured, data-driven feedback.
Adapt sales strategies to the local market — from bustling city centres to affluent commuter towns and coastal areas.
Build a strong, connected community of freelancers who feel part of the company mission despite self-employment.
Recruit and ramp up a team of high-performing Field Sales Associates within the first 90 days.
Establish clear performance routines, communication rhythms, and development plans within the first 90 days.
Drive regional growth across merchant acquisition, activation, and multi-product sales within the first 90 days.

Requirements

Proven background managing freelance or self-employed field sales teams, ideally in fintech, merchant services, utilities, or similar industries.
Hands-on field sales experience with strong commercial and leadership acumen.
Excellent communication, motivation, and coaching skills, with a track record of driving performance remotely.
Confident using data and KPIs to guide decisions and optimise results.
Self-driven and adaptable, able to manage a wide geographical area and balance team support with strategic growth.

Skills

Sales
Leadership
Coaching
Recruiting
Performance Management
Data Analysis
Communication

Location

London South
Field-Based

Work Type

Remote
Field-Based
Full-time
Permanent Contract

Experience Level

Management experience
Field sales experience

Benefits

Autonomy
Flexibility
Opportunity to build a high-performing field team
Supportive, collaborative environment
Access to professional development programs
Career progression opportunities

About the Company

We are looking for a leader to manage and develop a network of freelance Field Sales Consultants.
You will make a tangible impact on growth in one of the UK’s highest-potential sales regions.
You will work with passionate, entrepreneurial salespeople dedicated to helping local businesses thrive.

Equal Opportunity

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.