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Join the Chess Family

We're one of the UK’s leading Voice, Connect, Cloud and Digital solution providers, helping over 23,000 businesses grow through the use of innovative technology and expert advice. Not only do we pride ourselves on our award-winning service, we are also extremely proud to have been placed in ‘The 100 Best Companies to Work For’ for over 17 years.

Our Benefits

Health

Chess supports your health and wellbeing with private medical services, eye tests, flu jabs, and mental health support. After one year, enjoy a paid Wellbeing Day and Half-Day Fridays.

For hybrid working, we offer a desk and chair allowance. Holidays start at 20 days, rising to 24 with service, plus public holidays, with flexibility to adjust up to 5 days through our Buy & Sell Holidays Scheme.

Growth

At Chess, we recognise and celebrate your hard work through our rewards and recognition programme. You’ll gain access to Perkbox, offering discounts on shopping, travel, gym memberships, and more. From your second year, our Loyalty Point Scheme rewards you with points for enhanced benefits as your career grows.

We also match charity donations up to £100 annually and offer payroll giving options. Achievements are celebrated on our recognition platform, showcasing individual and team successes, as well as key milestones.

Financial

We value your personal and professional growth by fostering a culture of skill development, connection, and collaboration. Our ‘Learn 2 Earn’ scheme offers tailored opportunities to enhance your skills and salary.

We also host regular team events, from casual socials to company-wide celebrations, to strengthen relationships. With a focus on tenacity, creativity, and teamwork, we ensure your ideas are heard and your contributions matter.

Playing Our Part

At Chess, we feel passionate about celebrating the differences that make us all unique. Promoting and supporting workplace diversity is an important aspect of good people management. It’s about valuing all people as individuals. 

“Having been part of this organisation for three years, I’ve come to deeply appreciate how central diversity, inclusion, community, and family are to our culture. As a Cultural Ambassador and a member of our DEI and community team, I’ve seen how powerful diversity, inclusion, community and family can be in the workplace.  I’ve witnessed firsthand how these efforts strengthen not just our teams, but our sense of belonging.”

Tina Flather, Internal Auditor

“Some companies have taglines. At Chess, we have a One Team culture — and it truly makes a difference. In a world turned upside down in 2020, we held onto our sense of togetherness. We celebrate the wins, support each other through the lows, and show up for one another. No matter who you are or what you do, if you're part of the Chess family, we've got you.”

Kerryann Farmer-Tomblin, Customer Support Executive

"Falling into a marginalised community (or three!) it can be difficult to find that true sense of belonging, but it does drive you to channel your energies into ensuring that those around you feel seen, appreciated and respected enough to be their true authentic selves. Building community and celebrating our people is the key to success and who doesn’t want to feel supported and respected not only in the 9 – 5 but 24/7?!"

Dyfan Tucker, Purchase Ledger Accounts Assistant

Our Business Areas

Core

Behind every great customer experience is a strong foundation. Our Core teams: People Support, Finance, Legal, and Office support ensure Chess runs with precision and care. They champion simplicity in processes, uphold quality standards, and create a workplace where people thrive. If you’re detail-driven and passionate about making an impact, this is your chance to shape the future from the inside out. 

Sales & Marketing

Our Sales & Marketing teams are passionate about connecting customers with solutions that make a real difference. With creativity and simplicity at the heart of every campaign, they showcase the quality and innovation Chess is known for. If you love building relationships and driving growth, join a team where your ideas matter and your success is celebrated. 

Customer Experience

Customer Experience is the heartbeat of Chess. This team ensures every interaction is positive, proactive, and built on trust. With passion for service and a commitment to quality, they make our vision a reality: a great place to be a customer. If you care about people and love solving problems, this is where you can truly make a difference. 

Professional Services

Professional Services is where expertise meets passion. Our specialists design and deliver tailored solutions that empower customers to achieve more. With a focus on quality and simplicity, they turn complex challenges into seamless outcomes. If you’re motivated by problem-solving and want to make technology work for people, this is the team for you. 

Digital

Innovation starts here. Our Digital team transforms ideas into intuitive web and application experiences that customers love. They combine creativity, technical excellence, and a passion for simplicity to deliver solutions that stand out. If you’re excited by the power of technology and want to build something meaningful, you’ll feel right at home.