Adventure Awaits

Career is an adventure.
We can take you where you want to go.

SteppingStones Recruitment Cayman Islands

SteppingStones is an award-winning professional services organisation headquartered in the Cayman Islands specialising in permanent and temporary placement opportunities.

Established in 2005, SteppingStones has achieved Investor in People Gold, Investor in People Platinum and has been named as a World’s Top Employer building a solid reputation as a respected, genuine, and valued service provider in the Cayman Islands.

Our dedicated Recruiters bring over 50 years collective knowledge and experience finding, placing, and establishing professional careers. Working collaboratively and confidentially, we are committed to identifying and securing the right career opportunities for our candidates and securing the best talent for our clients. We cement successful, long-lasting professional relationships and pride ourselves on offering a world class standard of customer service.

Quality Assurance Analyst

SteppingStones are currently partnering with an industry-leading client who are looking to hire a Quality…

Business Analyst (Financial Systems)

SteppingStones are currently partnering with a leading Law firm in the Cayman Islands who are…

Business Intelligence Developer

SteppingStones are currently recruiting for a BI Developer to join one of the fastest-growing technology…


SteppingStones are currently partnering with a rapidly growing client who are looking for a Database…

IT Security Manager

SteppingStones are currently partnering with a highly reputable organization in the Cayman Islands to assist…

Senior Software Engineer (.NET)

SteppingStones are currently partnering with a key client based in the Cayman Islands who are…

Vice President & Country Leader – Compliance

As the VP of Compliance for this new-to-Cayman organization, you will be responsible for providing…

Field Sales Representative

SteppingStones is working alongside our client, a leading logistics company, to assist them in sourcing…

Insolvency Director

One of the leading boutique insolvency firms in Cayman is looking to hire an Appointment…

Insolvency Manager

One of Cayman’s leading Insolvency Boutiques is looking to hire an experienced Insolvency Manager for…

Senior Associate / Manager, Insolvency

SteppingStones has partnered with a fantastic insolvency & restructuring firm as they look to hire…

Audit Senior Manager, Bermuda – Banking / Insurance

One of Bermuda’s largest professional services organizations is looking to add two Senior Managers to…


Leveraging our strong client relationship network, we have placed thousands of professionals in both permanent and temporary roles across various industry sectors.

Our client network enables us to connect you with some of the best employers in the market. It is our commitment to progress your career by identifying and securing the right job within the right organisation.

Looking for a new adventure? Let us find it for you.


The success of every organisation is driven by its employees, which is why we work with clients to get the right fit the first time. Supporting you throughout the entire recruitment process from pre to post placement we work collaboratively to understand your organisations placement requirements and goals.

Our dedicated Recruiters specialise in placing qualified and highly skilled professionals across multiple industry sectors throughout the Cayman Islands. Our large candidate database allows us to respond quickly and efficiently to your recruitment needs.

Success is about finding the right fit. Let us find talent designed for you.

Our Services

We love what we do


Secure top talent with our large database of qualified and highly skilled professionals.


Access our large pool of skilled talent ready to meet the unique needs of your business.


Working with candidates of the highest calibre we strive to find the perfect fit for your firm.


Helping you build superior leadership teams through placement of executive leadership talent.


Delivering exceptional IT candidates to meet your company’s strategic needs.


Our CV & Interview guidance helps you sell your skills and experience to land that 
dream job.


Don’t believe us?
Believe them.

SteppingStones has been handling all or our recruitment needs and most of our training needs since Milly established the company. We have been delighted with the quality of service that they provide and with the quality of staff that they have managed to recruit for us. Fidelity is a growing company it is vital that we continue to attract and retain the best staff possible. Our partnership with SteppingStones is integral to our plan for achieving this objective .

– Brett Hill

We have been working with SteppingStones since its inception and have always been impressed with the calibre of the secretarial staff available for temporary assignments. As the largest law firm on the island, our need for experienced legal secretarial support staff is constant. Milly and Ciara have taken the time to get know and understand our practice, as well as the culture of Maples, so that the secretaries from SteppingStones are a good “fit”, based on their skills and personalities. A high percentage of SteppingStones’ temporary staff members stay on to fill vacancies for permanent positions within the Firm.

– Morven Bodden

SteppingStones is a first class company that provided us with amazing personal service and a fully comprehensive training course. I will definitely recommend then to anyone and we will continue to use them in the future.

– Jeremy Ebanks

We greatly appreciate your generosity in taking into account our charitable status. You will be pleased to hear that your temp seems to be settling in well and we are pleased to have her with us. It is nice to have such a cheery personality in our midst. Once again thank you very much.

– Pat Bain

Thanks very much for all of the help Pam! The service in processing a temporary work permit has been excellent.

– Richard Reading
Contact Us

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