Graduates & Apprentices

Join Chaucer and become part of a team where people and culture are at the centre of everything we do.

As a leading speciality insurance and reinsurance group we find a way to protect business activities across the globe. We work with brokers and clients to provide solutions for big, complex risks across our specialty divisions from Energy, Cyber, Political Violence to Property and Casualty. We deliver on our promise, that if the worst happens, we are there to help with our first class Claims team.

Why Chaucer

We are proud of our culture at Chaucer, as one team we work together as leading specialists in our individual fields, fostering innovation, collaboration and empowerment

We empower our people to excel. Our people are a team of leaders. Experts in their fields, top performers – who collaborate, without hierarchy. Together we’ve created an exciting and successful business, and we know that it’s our people who define and drive this success. That’s why the growth, development and wellbeing of our graduates and apprentices is so important to us. We work hard to make sure careers at Chaucer are challenging, inspiring and rewarding and that the environment is ambitious and supportive.

Graduate Programmes

Ready to kickstart your insurance career? Our two-year, rotational graduate programmes offers the opportunity to get experience across a range of teams to build your skills and get exposure to the business.

Click here to apply.

Applications close Sunday 2nd March.

Please note: We will only accept ONE application for our graduate and apprentice roles. Please do not submit multiple applications, as this could lead to Chaucer removing you from the entire process.

(Re)insurance underwriters analyse and appraise the global risks involved in insuring people and their assets. In a nutshell, the job is to choose what risks Chaucer will insure and for how much. To get equipped for this, underwriters are trained in specialist risk assessment and pricing skills.

Our 24-month rotational programme gives you the opportunity to work across a breadth of our (Re)insurance underwriting divisions, for example you may spend time in Reinsurance, Cyber, Casualty, Energy, Nuclear, Political and Property.

Through our proven approach you’ll develop your expertise in every aspect of underwriting. We’ll begin with an initial introduction of the risk by the broker, through to assessment of the coverage needed, up to policy pricing and account management.

The combination of this experience, along with the training and support we offer, will enable you to advance your career and develop into a skilled underwriting professional.

Click here to apply.

Applications close Sunday 2nd March.

Please note: We will only accept ONE application for our graduate and apprentice roles. Please do not submit multiple applications, as this could lead to Chaucer removing you from the entire process.

Are our graduate programmes for you?

• Love working with numbers?
• Enjoy working through complex analytical information and problems and getting stuck into a challenge?
• Are you able to communicate the complicated in a simple way?
• Do you enjoy working collaboratively and building strong relationships?

If this sounds like you, and you want to continuously learn and go the extra mile this is the programme for you.

What you need:

• Unrestricted right to work in the UK
• A minimum 2.2 degree in any discipline
• 3 or more A-Levels or equivalent (A-C) (ideally with a STEM subject for Risk)
• GCSE in Maths and English - grade 4 (C) or equivalent
• Excellent IT skills, including Microsoft Excel

Are you finishing your A-Levels and looking for an exciting opportunity to build a career in Insurance? We have a range of Apprenticeships on offer in 2025 where you can earn, learn and kickstart your career.

Applications are now open, click here to apply.

What we offer

What you need

• An unrestricted right to work in the UK
• Be a current resident in the UK and have lived in the UK for 3 years
• Able to commute to central London
• Not hold a higher qualification in the same or similar subject
• 3 or more A-Levels or equivalent (A-C)
• GCSE in Maths and English - grade 4 (C) or equivalent
• IT skills, including Microsoft Excel

You’ll get:

• Challenging, stretching and rewarding work right from the start
• Our full support and guidance to achieve your professional qualification and apprenticeship
• A personalised development plan to support your professional and soft skills development
• An in-house experienced buddy and mentor, to help show you the ropes and support you on your journey
• lots of opportunities to get involved in groups outside of your day to day work to grow your network, learn from others and give back to the community through our CSR initiatives

1. Submit your application

You will be asked some basic questions about your education, your interest in insurance and your CV.

2. Online assessment and Video interview

If you meet our requirements, you will be sent an on-line assessment to complete that will assess your skills.

You will then be asked to submit a video interview where you will be asked a series of questions to understand your motivation, your understanding of the role and Chaucer, and your strengths that make you a great fit.

3. Assessment Day

Our assessment days are typically a half day session where you will have an Interview, present to the business (seen presentation), and a cognitive assessment.

Graduate and Apprentice programmes start September 2025.