Head of Sales - Growth & Retention in Hampshire, Portsmouth
Head of Sales - Growth & Retention

Head of Sales - Growth & Retention in Hampshire, Portsmouth

Portsmouth +1 Full-Time 80000 - 100000 £ / year (est.) No home office possible
Simplyhealth

At a Glance

  • Tasks: Lead sales strategy to grow and retain a £126m business in healthcare.
  • Company: Simplyhealth, a certified B Corp with 150 years of improving healthcare access.
  • Benefits: Competitive salary, impactful role, and the chance to make a difference in healthcare.
  • Other info: Collaborative environment with opportunities for professional growth and impact.
  • Why this job: Join a mission-driven company and shape the future of healthcare access in the UK.
  • Qualifications: Proven sales leadership experience and strong client relationship skills.

The predicted salary is between 80000 - 100000 £ per year.

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.

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.

Locations

Portsmouth Hampshire

Head of Sales - Growth & Retention in Hampshire, Portsmouth employer: Simplyhealth

Simplyhealth is an exceptional employer, offering a dynamic work culture that prioritises employee growth and well-being. As a certified B Corp with a rich 150-year history, we provide our team with meaningful opportunities to make a real impact on healthcare access in the UK, alongside competitive benefits and a collaborative environment that fosters innovation and professional development.
Simplyhealth

Contact Detail:

Simplyhealth Recruiting Team

StudySmarter Expert Advice 🤫

We think this is how you could land Head of Sales - Growth & Retention in Hampshire, Portsmouth

✨Tip Number 1

Network like a pro! Reach out to your connections in the healthcare and sales sectors. Attend industry events or webinars where you can meet potential employers or colleagues. Remember, it’s all about who you know!

✨Tip Number 2

Prepare for interviews by researching Simplyhealth and its values. Understand their mission as a B Corp and how they impact healthcare access. Tailor your responses to show how your experience aligns with their goals.

✨Tip Number 3

Showcase your achievements! Be ready to discuss specific examples of how you've driven growth and retention in previous roles. Use metrics to back up your claims – numbers speak volumes!

✨Tip Number 4

Don’t forget to apply through our website! It’s the best way to ensure your application gets noticed. Plus, we love seeing candidates who are proactive about their job search!

We think you need these skills to ace Head of Sales - Growth & Retention in Hampshire, Portsmouth

Sales Strategy Development
Client Relationship Management
Retention Strategies
B2B Sales Experience
Commercial Acumen
Stakeholder Engagement
Team Leadership
Cross-Functional Collaboration
Market Analysis
Customer Value Focus
Account Management
Data-Driven Decision Making
Problem-Solving Skills
Adaptability to Market Changes

Some tips for your application 🫡

Tailor Your CV: Make sure your CV is tailored to the Head of Sales role. Highlight your experience in growth and retention strategies, especially in B2B environments. We want to see how you've navigated complex stakeholder relationships and delivered results.

Craft a Compelling Cover Letter: Your cover letter is your chance to shine! Use it to tell us why you're passionate about improving access to healthcare and how your skills align with our mission. Be specific about your achievements and how they relate to the role.

Showcase Your Leadership Skills: As a senior role, we’re looking for strong leadership qualities. Share examples of how you've led teams to success, set clear directions, and fostered a culture of customer value and sustainable growth. We want to know how you inspire others!

Apply Through Our Website: Don’t forget to apply through our website! It’s the best way for us to receive your application and ensures you’re considered for the role. Plus, it shows you’re keen on joining our team at Simplyhealth!

How to prepare for a job interview at Simplyhealth

✨Know Your Numbers

As a Head of Sales, you'll need to demonstrate your understanding of financial metrics. Brush up on key figures related to growth and retention, especially those relevant to Simplyhealth's £126m book of business. Be ready to discuss how you've driven similar results in past roles.

✨Understand the B2B Landscape

Familiarise yourself with the complexities of B2B sales, particularly in the healthcare sector. Research Simplyhealth’s major clients and think about how you can add value to their businesses. This will show that you’re not just interested in the role, but also in the company’s mission.

✨Showcase Leadership Skills

You’ll be leading a team of eight, so be prepared to share examples of how you've successfully managed teams in the past. Highlight your ability to set clear direction and build strong commercial discipline, as well as how you’ve fostered a focus on customer value and retention.

✨Prepare for Stakeholder Engagement

Given the role's emphasis on navigating complex stakeholder environments, think about your approach to senior-level engagement. Prepare anecdotes that illustrate your ability to build relationships and convert insights into actionable strategies, especially in challenging situations.

Head of Sales - Growth & Retention in Hampshire, Portsmouth
Simplyhealth
Location: Portsmouth

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