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Digital Sales Specialist

2 months ago

england, United Kingdom Chess Full time

Digital Sales Specialist



We’re looking for an experienced Digital Sales Specialist to join our growing Enterprise Sales team.


Reporting into the Consultant Team Leader the Digital Sales Specialist will be focused on growing our base of customers by hunting new customer opportunities, and selling our digital products and services into our existing customer base.


“a great place to work, a great place to be a customer”



The Role:


  • The Digital Sales Specialist is accountable for driving sales from our catalogue of Digital products and services to new customers and existing Chess accounts, improving sales volumes by meeting and exceeding sales and revenue targets.
  • Working collaboratively with the consultancy, sales and delivery teams and account managers to identify whitespace opportunities and drive penetration of digital services in to the account base.
  • Involvement in new business and tender opportunities where our core services match customer requirements.
  • Approaching new logo customers for Chess, and onboarding them with digital services so we can build a strategic relationship as a trusted long-term technology partner of choice.
  • Taking a proactive approach, collaborating on account planning including defining an account strategy and technology roadmap, driving year-on-year sales growth expectations for Development and Support work.
  • Staying close to the delivery status and challenges of our sales as we maintain healthy relationships with client stakeholders. This will include recurring account and business review meetings.
  • Conducting digital assessments and discovery sessions with new and whitespace customers to identify opportunities where our Digital products and services will help resolve challenges in their business.

Staying up to date with our development and product/project teams and providing support from a relationship perspective.

  • Understanding Chess's competencies/accreditations with Microsoft and be able to comfortably explain what that means for our clients.



The Candidate:

  • Strong Microsoft expertise and experience of selling Microsoft based solutions such as SharePoint, Power Platform, Copilot, Azure and both professional and managed services.
  • Familiarity with AI solutions and how to introduce the benefits of adoption would be highly preferable.
  • Proven experience of working with Public Sector & Enterprise clients.
  • Have experience in putting together tailored presentations for each vertical and skilled in presenting to a face to face or virtual audience.
  • Comfortable with using LinkedIn to understand who in the organisation is best placed to answer questions around their organisations digital portfolio by targeting specific job titles - C-Suite etc.
  • Familiarity with IT contract negotiations.
  • Solid understanding of Digital Technology and its impact on business and applications.
  • Good understanding of industry specific business issues and drivers.
  • Proposal/RFP creation and leading RFP/proposal presentations.
  • Strong leadership, interpersonal, communication and presentation skills.


Why join Chess?

Chess is one of the UK's leading independent and trusted technology service providers, employing over 360 skilled people across the UK, supporting over 21,000 UK businesses.


Diversity, equality, and inclusion is at the heart of our Chess culture and we are passionate about our One Team spirit.


We're extremely proud that our people voted us No.1 in 'The 100 Best Companies to Work for' list 2018, and we continue to celebrate more than fifteen years in the top 100.

Our continued focus on growth creates opportunity for everyone to progress their career, to develop knowledge and skills, to gain reward and recognition and to maximise their potential. The growth and success of our people ensures the growth and success of our business.

We believe that “if you’re not growing, we’re not growing”.

Salary details: Up to £45,000 dependent on experience (OTE: uncapped commission plan)

Benefits include:


  • Health care support – UK Healthcare, eye tests, flu jabs, onsite health screens.
  • Enhanced Pay: Maternity, Paternity, Adoption Leave and Shared Parental Leave.
  • Access to employee benefits, rewards and recognition platform, Perkbox. This gives you access to hundreds of ‘Perks’ with great discounts. Whether it be days out, your weekly food shop, a clothes shopping spree on the high street and many more.
  • Hybrid working support - Allowance towards a home desk and chair.
  • Loyalty point scheme – allowing you to use your points to increase your benefits each year.
  • Access to our Future Fit benefits package – including Mental, Physical and Financial support
  • 20 days paid holiday p.a. increased upon anniversaries, ultimately to 24 days p.a., plus public holidays.
  • Buy & sell Holiday scheme – 2 opportunities per year to buy or sell up to 5 holidays.
  • Additional holidays: Half Day Fridays and a Wellbeing Day.
  • £100 per year matched charity donation, plus payroll giving options.

Hours: A standard week is 37½ Monday to Friday

At Chess we offer many flexible working options, and we have both full-time and part-time working hours available. Chess pride themselves on being an inclusive employer, so if you want to find out more about our flexible working arrangements this can be discussed with your application.


Working location: Hybrid working position


Allowing you to enjoy the flexibility of working from home whilst also having the option to work from one of our many local hubs spread throughout the UK. Ad-hoc travel to offices within the group and other locations may be required on occasion.

Is Chess the place for you?

If you are looking for a career that brings exciting challenges and opportunities, then Chess is the place for you.

Please email your CV and covering letter to our Recruitment Department at: .

Upon submission of your completed application to Chess, either through direct application or speculative, you hereby agree to the processing of your personal information as per the guidelines set out within our Privacy Policy and to allow for the seamless and secure processing of your information throughout Chess’s recruitment and hiring practices.