Head of Sales - Digital

We are working exlcusively with our client to find a Remote Head of Sales for their Mid-Market Segment. By powering more accurate skills analysis, they are driving digital transformation, enabling AI adoption, and shaping workforce intelligence for some of the world’s most innovative companies. With a new VP of Revenue accelerating enterprise logo acquisition, they now seek a Head of Mid-Market Sales to lead new business sales and account growth. Head of Sales position for their Mid-Market with real ownership and impact. ~ Your team will total 5: 1 AM for digital, 1 Senior AM and 2 new business AEs - scope for the team to expand. Strong enterprise use cases: digital transformation, AI talent discovery, workforce intelligence. ~ Compensation: £110k - £125k base x 2, pension, healthcare, dental, workspace budget allowance. Lead, coach, and develop a mid-market sales team (currently 4–5) covering both inbound and outbound motions. Drive new ARR growth (~£2M target) on top of current £16.2M ARR by building pipeline and improving attainment beyond the current ~60%. Own and refine the mid-market sales playbook: deal cycles, pipeline management, forecasting, and execution. Coach reps on mid-market to enterprise-level motions, ensuring they know how to navigate complex deals (average contract value £20–50k, 60-day cycle). Strategically work with cross-functional partners (AM, Product, Engineering, CS) to overcome blockers (compliance, engineering objections, content/testing fit). Position the solution against key competitors and win by helping customers realise ROI in reducing bad hires and improving time-to-value. Recruit and retain top talent capable of thriving in a resource-limited, scaling environment. Build scalable reporting and performance management processes across the team. 2–3 years of people management experience, ideally having led a mid-market SaaS sales team. ~ A track record of high individual performance prior to moving into management. ~ Strong coaching skills: can upskill reps on selling to multiple stakeholders (economic buyers, champions, influencers, blockers, users). ~ Values-driven leader: no-nonsense, high-performance, empathetic, and ego-free. Fully remote working. ~ Private health and dental. ~ The tech you need for a suitable home office.