Head of Sales - Growth & Retention (Reading)
Head of Sales - Growth & Retention (Reading)

Head of Sales - Growth & Retention (Reading)

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

At a Glance

  • Tasks: Lead sales strategy to grow and retain a £126m health plan business.
  • Company: Simplyhealth, a certified B Corp with 150 years of healthcare heritage.
  • Benefits: Competitive salary, impactful role, and the chance to make a difference in healthcare.
  • Other info: Collaborative environment with opportunities to work with top UK brands.
  • Why this job: Drive growth and retention while improving access to healthcare for millions.
  • 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.

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.

Head of Sales - Growth & Retention (Reading) 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 (Reading)

✨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 colleagues or clients. Remember, it’s all about who you know!

✨Tip Number 2

Prepare for those interviews by researching Simplyhealth inside out. Understand their values, mission, and recent developments. This will help you tailor your responses and show that you’re genuinely interested in making an impact.

✨Tip Number 3

Practice your pitch! You’ll need to demonstrate your ability to grow and retain business effectively. Think of specific examples from your past experiences that showcase your skills in navigating complex stakeholder environments.

✨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 take the initiative to engage with us directly.

We think you need these skills to ace Head of Sales - Growth & Retention (Reading)

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

Some tips for your application 🫡

Tailor Your CV: Make sure your CV speaks directly 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 sure to mention specific achievements that demonstrate your ability to lead a team and drive commercial performance.

Showcase Your Leadership Style: In your application, give us a glimpse of your leadership style. We’re looking for someone who can inspire a team and foster a culture of customer value and retention. Share examples of how you've built strong teams and driven sustainable growth in previous roles.

Apply Through Our Website: We encourage you to apply through our website for a smoother process. It helps us keep track of applications and ensures you get all the updates directly. Plus, it shows us you're keen on joining 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 their needs. This will help you articulate how you can navigate stakeholder environments and deliver value effectively.

✨Showcase Leadership Skills

Prepare examples that highlight your leadership style and how you've successfully managed teams in the past. Discuss how you set direction and build commercial discipline, as this role involves leading a team of experienced professionals.

✨Align with Company Values

Simplyhealth is a certified B Corp, so it's crucial to show that you resonate with their mission of improving access to healthcare. Be prepared to discuss how your values align with theirs and how you can contribute to their long-term goals.

Head of Sales - Growth & Retention (Reading)
Simplyhealth
Location: Reading

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