Head of Sales - Growth & Retention (Reading)

At Simplyhealth, we’re more than just a company; we’re a certified B Corp with a 150-year heritage of improving access to healthcare across the UK. Today, we support around 2.5 million members through affordable health and dental plans, helping people access the care they need when they need it most.

We’re looking for a Head of Sales (Growth & Retention) to take on one of the most commercially significant roles in our Health Plan business. This is a senior, high‑impact role, accountable for protecting and growing a £126m book of business, strengthening retention, and unlocking meaningful expansion across our largest and most complex B2B clients.

Reporting to the Sales & Marketing Director, you will lead the growth and retention strategy for Simplyhealth’s Health Plan line of business, with full accountability for commercial performance across direct, broker and digital channels.

This role sits at the heart of the business and carries executive ownership of several marquee employer clients, including some of the UK’s best‑known brands. You will be responsible for retaining and growing relationships of real scale, navigating complex stakeholder environments, and delivering value in the face of ongoing economic and market headwinds.

You’ll lead a team of around eight experienced sales and account management professionals, setting clear direction, building strong commercial discipline and ensuring a relentless focus on customer value, retention and sustainable growth. Success in this role comes from deep client understanding, confident senior‑level engagement, and the ability to convert insight into action.

Working within a product‑led, matrix organisation, you’ll collaborate closely with Product, Tech, Marketing, Pricing, Operations and Sales & Marketing Operations to ensure commercial strategies are aligned with product evolution, digital experience and long‑term customer outcomes.

This is a role for a commercially astute leader who enjoys ownership, complexity and accountability - and who wants to make a genuine impact on access to healthcare in the UK.