IT and Tech Recruitment for Clients

The Technology industry in the Cayman Islands is one of the most progressive sectors on-island, attracting several fast-growing tech firms from all over the world.


Cayman IT Recruitment

SteppingStones are the leading Recruitment Partner in the Cayman Islands and have an exceptional reputation across many industries on-island. Our reputation has been built up over several years and due to our honest and transparent recruitment process – many organizations on-island choose to approach us first to chat about assisting with their recruitment needs. In February 2022, we launched SteppingStones Tech to place us at the forefront of IT Recruitment in the Cayman Islands and allow us to continue offering a world-class service to our clients.

Established companies in Cayman across many sectors are continuously looking to bolster their technology teams as the island becomes more and more modernized. Emerging technologies are very present in Cayman and several organizations look to hire top talent internationally to keep up to date.

Due to our extensive industry knowledge, we are continuously developing an exceptional network of technology professionals both in Cayman and internationally, allowing us to have instant access to top talent as and when our clients are looking to scale up their technology teams or replace key staff. Our top technology clients range from small start-ups, developing a presence in Cayman to mid-large corporate firms, looking to strengthen their tech operations.

We are very well placed to offer recruitment assistance across all areas of technology as well as always being open to give advice on the job market in general, hiring trends, remuneration and key areas of growth in Cayman.

For more information on how we can assist you as a Recruitment Partner, please contact Ben Bailey for a chat – or 345-326-2059.


Ben Bailey


As the Technology sector continues to grow significantly, Ben is very well-placed to assist clients and candidates with a wide variety of requirements. Ben is the go-to Tech Recruiter on-island and is working with a very impressive portfolio of companies across several industries.


Don’t believe us?
Believe them.

I would like to start off by saying that it has being an absolute pleasure working with SteppingStones and how lucky I was to have Ms. Luisa on my side through the entire process. I was seeking for a new job opportunity as I was not pleased with the organization I was working for at the time. Ms. Luisa quickly reached out to me and offered a new job vacancy for which we both agreed that it was a perfect fit for me. Before and after my job interviews, Ms. Luisa made it her priority to contact me via telephone and email in order to ensure that I was prepared, had a positive mind set, confident within myself and ready to begin this new journey. I must say, SteppingStones made this journey extremely easy for me and I was able to transition with an open mind. Would I do it again? Absolutely! I highly recommend SteppingStones to all of you who seeking a new career opportunity.

Ben is a phenomenal Tech recruiter and highly recommend him. He removed the stress and complexity, in what was for myself, a very important career decision within a very tight market. Ben was consistently professional, timely, and respectful in all interactions. I am writing this because I am very happy with the outcome, and Ben’s ability to deliver results.

The service I received was exceptional. I really enjoyed working with Charlotte – she was super responsive and easy to get hold of. She always provided honest, sensible advice and I never felt like I was being pressured.

The service I received from SteppingStones was exceptional, particularly the turnaround time and Rosie’s responsiveness, commitment, transparency and positivity. There was absolutely nothing that disappointed me during the recruitment process and I would recommend SteppingStones to my family and friends!

I would definitely recommend SteppingStones. Rosie had a genuine interest in my placement and she continued to be contactable and responsive post-placement, which really stood out to me. Overall I received a very good service which was professional and genuine. Thank you!

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IT Recruitment for Clients

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