A world of opportunity, A Gallagher company

Be part of one of the largest insurance brokers in the world. No two days are the same working at Rossborough Insurance, regardless of which team you are a part of or which island you call home. As a part of Gallagher, our people have access to many exciting opportunities, including the opportunity to travel while furthering their careers. With offices around the globe and specialists in almost every field imaginable, the opportunities are endless. 

Destination Rossborough

We are offering you an exciting chance to kickstart your career in the insurance broking industry – introducing Destination Rossborough.

Destination Rossborough is a first-of-a-kind talent search to recruit the best local talent, giving people the opportunity to pitch themselves for a role at Rossborough, whether they are a school leaver or a professional looking to change their career path.

A career in insurance provides you with a stable but diverse path in customer service, sales and relationship management.  You can grow as an individual, both personally and professionally, with good salary and development opportunities. 

Those applying for the talent search won’t be invited to a traditional interview – instead, they will showcase their skills to a panel of judges and be asked to show why they believe Rossborough is the career destination for them, in a creative way that suits their style. 

Rossborough is a business founded on developing professional relationships and connections, which is why we believe that finding the perfect candidates is through face-to-face interaction, rather than via a traditional application process. The talent search initiative is a new opportunity for people to apply for jobs in a way that suits their personality and fosters creativity.  

Being part of Destination Rossborough can give you the tools and skills to succeed and start your journey to becoming a professional Chartered Insurance Broker. This is the time to jump into the world of insurance and make Rossborough part of your future.

Why a career at Rossborough?

Rossborough has a team of around 130 people across the Channel Islands and the Isle of Man. We are a hard-working and fun bunch of people who are dedicated to professional development, making a difference and improving client service.

No two days are the same working at Rossborough Insurance, whether you’re meeting clients on the ground, supporting with renewals, underwriting or securing new business. Our people have access to many exciting opportunities, including the opportunity to travel while furthering their careers.  

Here’s what our people have to say about us:

Lauren Gregory - Senior Account Handler for Rossborough Professional Risks

“It’s fantastic that Rossborough is committed to the personal development of their staff – actively encouraging all of the team to upskill to be able to offer to best and highest-quality insurance advice. 

“Beyond career development, there are many serious benefits to earning chartered status, and I’m very fortunate to have my achievements recognised by a professional body.”  

Georgena Piziura - Account Coordinator, Destination Rossborough Alumni

“Destination Rossborough is a great programme to start your colourful career in insurance. Everybody is so welcoming, and having the experience of going through each department and learning their functions through the Destination Rossborough programme has helped develop my skills and understanding of a career at Rossborough and the insurance industry.”

Richard Clarke – Managing Director of Rossborough (Guernsey) and Rossborough Healthcare

“Destination Rossborough is a brilliant initiative that allows us as a company to find talented young people and those looking to enter the insurance industry for the first time. Last year’s talent search was an overwhelming success in Jersey, and we are excited to now be expanding the search to Guernsey, too. We can’t wait to see what these students have to offer.”

Tom Revell - Personal Lines Broker, Destination Rossborough Alumni

"Destination Rossborough was a brilliant path to start my career in insurance. My role at Rossborough has enabled me to put the theory into practice and deliver my newfound skills to our range of clients.”

Stephen Rafferty - Business Development Executive 

"After 40 years in the global financial services industry, I decided to make a career change into the insurance sector with Rossborough. I am thrilled to still be offering clients a professional service just in a different format. It shows how you can transfer your skills from one professional environment to another with ease, especially with Rossborough who have such a clear strategy and focus for the future.”

How to Apply

Our talent search is open to all Jersey and Guernsey residents!

We are looking for enthusiastic and exciting members to join the Rossborough family.

Becoming part of our team will allow you to unlock global career opportunities and fast-track your professional journey.

We are always looking our for new talent, below gives details of our unique hiring process.

What to expect

 ‘Audition’ - This is your opportunity to show the Destination Rossborough panel why Rossborough is the right career destination for you, by creatively demonstrating your skills and personality in whichever way you choose.

You will have 20 minutes to pitch ‘you’, followed by a Q&A with the panel.

The winners will be announced and you will officially join the Rossborough team. You will be given the chance to experience every aspect of the company from Commercial to Personal Lines, so that you can then decide which department would be the best fit for you.

Your journey at Rossborough is one that’s never complete. We are always learning and refining what we do. Take the first step in your journey of personal growth and development with Destination Rossborough.

Learn more about the audition process by downloading the brief below.




To put yourself forward to be entered into the talent search and for any questions, get in touch at Send us your full name and register your interest in a role through Destination Rossborough.

From there, one of our fantastic ambassadors will be in touch with a meeting date and time, as well as offering the opportunity to firstly visit the business if you wish to do so.

Remember, you can present your pitch however you wish, and we encourage creativity!




Find out more about the teams at Rossborough

Commercial and Professional Risks

A day in the life of a broker in the commercial department is never dull as we’re continually challenged to identify and manage the risk requirements of a broad spectrum of clients.  The Rossborough commercial world comprises the Commercial and Professional Risks teams:


Insurance provides confidence for companies to trade.  Our team manages the insurance requirements of a diverse range of businesses from hospitality, local governments, property and financial institutions as well as many more.  Risks for businesses are always evolving which means no two days are the same, as we constantly meet the changing needs of our clients.

Professional Risks

This specialist team looks to protect companies against cyber-attacks and data breaches, businesses which fail to provide a service to their clients and protect directors against their personal liabilities. Our customers include law firms, trust companies, fund administrators, airlines, utility companies, construction companies, architects, accountants as well as funds that own substantial amounts of property in the UK and elsewhere in the world.

Private Clients

If you’re interested in the finer things in life, you’ll enjoy working within Rossborough Private Clients. We look after a portfolio of insurance for high net worth and sometimes high profile clients, including high value residential and holiday homes, vehicles, yachts, jewellery and art collections both locally and worldwide. Our team provides a dedicated broker service for our clients’ valuable possessions. 

Personal Lines

We offer a professional service to all customers by providing quotations, adjustments and handling renewals. We arrange insurance for a variety of purposes from car and motorcycle, house and boat(s) as well as travel insurance.

Business Development

We sell advice. We understand how a business operates, help the client identify risks and provide them with solutions to manage risk and/or transfer the risk to insurance companies via a policy. Our products include tailored policies for large hotels, construction firms, lawyers, accountants and fund managers through to more specialist products such as kidnap and ransom and extortion. Our clients include small local business owners through to large global corporate businesses or family offices, introducers and business owners. 


The Enterprise team works with property owners (residential and commercial) to shops, salons, pubs, restaurants, hotels, and guest houses. Our clients are based all over the Channel Islands and the Isle of Man. Enterprise is the first step into the commercial and corporate world of insurance. Our team spend a significant amount of time on the phone to clients to best understand their needs and to ensure we offer them the right products for their protection.


Our Healthcare team looks after the health insurance needs of our individual and corporate clients across the Channel Islands, Isle of Man, UK and further afield. Our individual clients may be a family based in Jersey, a retired couple in Guernsey or a High Net Worth individual who travels extensively around the world. Our corporate clients may be a small accountancy firm in the Isle of Man, a trust company with several hundred employees across multiple jurisdictions, or a construction company in Guernsey. We also provide a health and wellbeing consultancy service, which supports clients with implementing bespoke health and wellbeing strategies to support the wellbeing of their employees. 

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