Ben Bailey

Senior Recruiter

Ben has extensive years’ of global recruitment experience with the majority of those years focused on roles in the Cayman Islands. Ben is the go-to Tech Recruiter in Cayman and successfully launched SteppingStones Tech in 2022, providing a tailored service to clients and candidates on-island.

Due to the continued growth of the Tech sector in Cayman, Ben has an exceptional portfolio of clients and is constantly recruiting for an amazing variety of positions. He is passionate about helping young Caymanians break into the industry as well as being trusted by his clients to recruit for several senior level positions across multiple industries.

Outside of work, Ben is playing Tennis or Pickleball at least 4 times a week. When he isn’t exercising, you will find him eating, tanning, or socializing.

SIMPLY THE BEST

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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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