Senior Mid-Market Account Executive
CloudPay
Sales & Business Development
Andover, UK
Posted on Sep 17, 2025
About this job opportunity
Our Vision
To be the world's most trusted global payroll partner, simplifying pay for all employees.
Our Mission
Empowering global workforces with seamless, compliant, and innovative payroll and payment solutions, enabling businesses to thrive in a connected world.
Our People
Our fundamental beliefs at CloudPay are built on core values of professionalism, passion, empowerment, innovation, and teamwork. We value our employees and strive to create a great workplace where everyone is valued, heard, inspired, and encouraged to bring their authentic selves to work. We're committed to providing an excellent employee experience through fulfilling projects, empowerment to make a difference, and an environment that inspires innovation.
What makes this role exciting
This role is pivotal in accelerating our revenue growth and success in the Mid-Market space. The Senior Mid-Market Account Executive will be responsible for delivering exceptional results within their territory through building a robust pipeline of upper mid-market opportunities, delivering a strong prospect experience throughout the sales lifecycle, and in so doing expanding CloudPay’s market share in the Mid-market segment.
The ideal candidate will possess an understanding of the payroll and HR technology landscape, have a proven track record of exceeding sales targets, and have a strong will to win in a dynamic and high-growth environment.
Main responsibilities
Revenue Growth through Sales Excellence:
Meet or exceed revenue targets at a Senior level
Drive pipeline growth through lead generation and active prospecting, working to KPI’s
Develops market penetration plans to bring new ideas on how we can target best best-performing markets
Leads high-level negotiations in and outside of the territory with major customers with extensive objection-handling knowledge
Qualify new business opportunities through customer acquisition and discovery
Develop and implement strategic plans to expand CloudPay’s customer base.
Collaborate with the team BDR & Marketing to build a strong pipeline
Contribute to CloudPay’s Go-To-Market through capturing Voice of the Customer
Cross-functional collaboration to develop a compelling value proposition
Provide sales development coaching and mentorship to junior team members
Partner engagement:
Work independently and with Strategic Alliances to build and leverage partner relationships in the HCM ecosystem
Build and leverage mid-market specific partnerships to accelerate pipeline growth
Provide feedback to the product team about market demands and customer preferences – this role plays a key role in aligning sales efforts and market opportunities
Own the Workday partnership for Mid-Market segment in the UK & Europe
Market Insights & Industry presence:
Stay current on industry trends, competitor offerings, and customer feedback to stay informed about payroll and payments market dynamics.
Attend industry functions such as association events and conferences, and provide feedback and information on market and creative trends
Experience needed for this role
Extensive experience selling full sales cycle, closing deals $100k and above, preferably in the payroll, HR or SaaS industry
Strong understanding of payroll processes and workforce management solutions
Proven track record and demonstrated success in closing mid-market deals with strong, consistent delivery against revenue targets with expert influencing and negotiating skills
Direct experience working with mid-market clients, selling into functional owners as well as c-suite
Experience working in a high-growth, fast-paced environment
Bring extensive knowledge of MEDDPIC and demonstrate ability to hold high level discovery
Exceptional interpersonal skills, with a proven ability to build long-term relationships with key senior stakeholders and colleagues at all levels
Ability to analyze market trends, customer data, and sales metrics to make informed decisions.
Articulate with excellent verbal and written communication skills and the ability to present complex solutions.
Ability to think strategically, prioritize tasks, and manage multiple projects in a fast-paced environment.
About you and Our core values
Taking ownership, working with integrity and respect
Being a team player is key to our culture
Solution and customer focused
Great initiative with the goal for excellence in achieving results
Dedicated to developing and always looking for continuous improvements
Be creative, be committed, be engaged and enjoy what you do
UK Package and benefits
Competitive Salary
Competitive vacation allowance
Calm app
WFH Allowance
Life Assurance
Private Medical Insurance
Cycle to Work Scheme
EAP
Eye Tests & Glasses Contribution
Simplyhealth Enhanced Health Plan
Pension Scheme
Give-As-You-Earn (GAYE)
Employee Referral Program
CloudPay NOW
Paid Volunteering days
Marriage Leave
Bereavement Leave
Vacation Purchase Plan
CloudPay is committed to being an equal opportunities employer.
#LI-LN1 #LI-HYBRID
The CloudPay culture is built upon on five core values, from which we develop our service, our technology and our business strategies. Our fundamental beliefs are a promise to our employees, customers and partners, built on the core values of professionalism, passion, empowerment, innovation, and teamwork.
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