Head of Challenger Pricing

Head of Challenger Pricing

Full-Time 30332 - 37072 £ / year (est.) Home office (partial)
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At a Glance

  • Tasks: Lead innovative pricing strategies and challenge existing methods in a dynamic insurance environment.
  • Company: Join a fast-growing digital insurer with ambitious plans and a collaborative culture.
  • Benefits: Enjoy flexible working, competitive salary, bonuses, and comprehensive wellbeing support.
  • Other info: Inclusive workplace with excellent career growth opportunities and a commitment to diversity.
  • Why this job: Make a real impact by transforming pricing strategies and utilising cutting-edge data insights.
  • Qualifications: Strong experience in insurance pricing and advanced analytics, with technical skills in Python or SQL.

The predicted salary is between 30332 - 37072 £ per year.

Hybrid, with a minimum of one day per week at one of our main sites in Bexhill, Leicester or London.

We’re a fast-growing digital insurer serving more than four million customers, with ambitious plans for the UK market and significant investment across our insurance and telematics businesses, underpinned by market-leading pricing and data capability.

Joining a small, focused innovation team, you’ll challenge how we price risk by exploring new methodologies, segmentation approaches and data sources that can outperform our existing strategy. With best-in-class data, tools and implementation capability, you’ll have the freedom to test bold ideas and the support to scale successful innovations across the business.

Role overview

Challenge and outperform our existing motor pricing strategy by developing new pricing methodologies, sharper risk segmentation and innovative uses of data—including telematics and behavioural insight—to improve risk selection and commercial performance. Success will be measured by your ability to turn pricing innovation into measurable value. You’ll identify, test and prove challenger approaches that improve pricing sophistication, create new risk signals and unlock the potential of telematics and alternative data alongside our established rating capabilities.

Working through our established pricing organisation, you’ll partner with Pricing, Data and Analytics teams to move successful concepts from experimentation into live pricing. Your challenge is simple: outperform our current approach from the inside and strengthen how Hastings prices risk at scale.

Challenger Pricing Strategy

  • Develop and maintain a portfolio of challenger methodologies with intent to avoid overlap with our existing incumbent approach.
  • Continuously identify opportunities to outperform existing pricing approaches.

Experimentation & Test and Learn

  • Design and execute controlled pricing experiments working with the existing team to execute them into a live environment.
  • Explore new approaches to risk selection and customer segmentation.

Alternative Data & New Risk Signals

  • Explore the use of telematics, behavioural and non-traditional data sources – don’t constrain yourself to what we use today or even what we have.
  • Identify new signals that improve pricing precision and customer selection.

Skills and experience we’re looking for

  • Strong experience in insurance pricing, predictive modelling or advanced analytics, ideally within motor or telematics.
  • Hands-on technical capability using Python, R, SQL or similar analytical tools to work with large and complex datasets.
  • A track record of challenging established thinking and developing innovative, data-led approaches.
  • Strong problem-solving skills, with the ability to form clear hypotheses, design robust tests and translate findings into action.
  • Comfort working with ambiguity, building from first principles and taking ideas from concept through to implementation.
  • Strong commercial judgement and a clear understanding of how pricing decisions influence risk selection, customer value and portfolio performance.

The journey with us

Our straightforward interview process is designed to help us get to know each other and give you a clear picture of the role:

  • Initial conversation with our recruiter.
  • Introductory discussion with the hiring leader.
  • Case study interview with the hiring leader.
  • Final conversation with a senior leader.

As a Disability Confident employer, we’re committed to ensuring our recruitment processes are fully inclusive – what this means to you is if you’re applying for a job with us, you’ll have fair access to support and adjustments throughout your recruitment journey. We also welcome applications through the Disability Confident Scheme (DCS).

Benefits:

In addition to a competitive salary and a £6k car allowance, you will also receive:

  • Flexible working – we champion a flexible hybrid working approach.
  • Competitive bonus scheme - all colleagues are eligible for our annual 4Cs performance bonus.
  • Physical wellbeing – Hastings pay for you to receive private medical Insurance (PMI).
  • Financial wellbeing – providing you with 4x your salary with our life assurance cover, income protection at no extra cost, and matched pension contributions up to 10%.
  • Mental wellbeing programme – we have the thrive mental health app, our colleague assistance programme available 24/7, and support groups.
  • 27 days annual leave + bank holidays, with the option to buy or sell one of your weeks.
  • Access to our health care cash back plans, dental plans, discounted health assessments, Cycle to work and tech schemes.
  • Discounted and free onsite facilities, social events throughout the year and much more.

Join us and you’ll find a different way of doing things. We call it the 4Cs. We focus on getting it right for our colleagues, customers, company and community. As one of our colleagues, you’ll be helping to drive our growth, so in return, we’ll give you all the support, training and development you need.

Hastings Group is an equal opportunities employer which means we treat people fairly. We welcome applications from all suitably skilled persons regardless of their gender, age, race, disability, ethnic background, religion/belief, sexual orientation, gender reassignment or marital/family status.

Please also note that we have a thorough referencing process, which includes credit and criminal record checks. At Hastings Direct, we’re committed to creating an inclusive environment where everyone has the opportunity to succeed. If you require any reasonable adjustments during the recruitment process, we encourage you to be open with us.

Head of Challenger Pricing employer: Hastings Insurance Services

At Hastings Direct, we pride ourselves on being an excellent employer, offering a vibrant work culture that champions flexibility and inclusivity. Our commitment to employee growth is evident through our comprehensive training programmes and supportive environment, ensuring you have the tools to thrive in your role as a Learning and Talent Consultant. With competitive benefits, including a generous bonus scheme and mental wellbeing support, joining our team means becoming part of a forward-thinking company dedicated to innovation and community impact.

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Contact Details:

Hastings Insurance Services Recruitment Team

We think you need these skills to ace Head of Challenger Pricing

Insurance Pricing
Predictive Modelling
Advanced Analytics
Python
R
SQL
Data Analysis