• Recruitment Services

          Our experienced recruitment team, as well as large local and international candidate database allows us to respond quickly and efficiently to both your temporary and permanent recruitment needs.


          Investors in People, Platinum
        • We commit to providing a shortlist of pre-screened quality candidates who are actively looking to secure their next challenge.
        • We consistently guarantee the highest caliber of temporary staff through our rigorous screening and assessment of candidates.
        • We are proud to have an extensive network of impressive senior-level professionals that we source from a variety of channels but predominantly from our long-term network of referrals.
        • We are well positioned to guide you on our in-depth knowledge of the legal market, and first-hand experience of living and working in Cayman’s legal industry.
        • We are fortunate to have an exceptional network of Technology and IT professionals both in Cayman and Internationally, which in turn allows us to have instant access to top talent.
        • About Us

          A well-established market Leader in recruitment in the Cayman Islands with an established client-base that continues to grow along with our exceptional reputation.


          Investors in People, Platinum
        • A values-based Organization that is dedicated to providing you with the best possible service at all times.
        • We provide a referral reward for every successful candidate recommended to us, and the best bit is: you there is no limit to how many referrals you can make.
        • See what our Clients and Candidates are saying about SteppingStones Recruitment in the Cayman Islands.
        • Read the latest news and blogs from Cayman’s leading recruitment company, all original content written by us.
        • We have been supporting the local community for over 15 years through charitable donations and volunteerism, and CSR is at the heart of everything we do.
        • All past and present SteppingStones employees and candidates (both contract and permanent) are invited to join our Alumni. Find new opportunities, join professional networking events and more!
        • We are delighted to offer an annual $5000 grant awarded to a Caymanian Student who has shown Academic Achievement and Community Leadership.
        • Meet Us

          Get to know the hardest working recruitment team in the Cayman Islands


          Investors in People, Platinum
        • Founder and Managing Director of SteppingStones Recruitment and dedicated to ensuring every member of the team can become their very best self.
        • General Manager of SteppingStones Recruitment and an expert in Cayman Islands Immigration, and recruitment, as well as an expert in all things SteppingStones related.
        • Recruitment Manager of SteppingStones Recruitment with a passion for developing her team whilst running a hands-on recruitment desk.
        • A qualified Barrister, Charlotte is our Senior Legal Recruiter specialist who has an extensive breadth of knowledge on the Cayman market.
        • Office Manager with over 13 years of managing staffing, employee compensation, benefits, labour relations and general HR Administration.
        • Senior Recruiter with over 6 years of experience in Recruitment. Kiera specializes in Supports a wide range of clients looking to fill temporary roles across all industries and areas.
        • Caymanian Recruiter Luisa, is passionate about assisting the local workforce in finding employment, and has a vast breadth of clients to share her excellent candidates with.
        • A champion of candidate experience, she’s really passionate about bringing an authentic and warm approach to her role, and is excited to meet and assist new candidates and clients.
        • Professionally, she has a background in Human Resources and Audit, academically, she holds a bachelor’s degree in psychology with a minor in Business Management.
        • Recruiter specializing in Tech and IT Recruitment for SteppingStones. Establishing himself as the go-to Tech Recruiter in the Cayman Islands.
        • Ronan brings with him extensive recruitment experience having specialised in commercial/financial consultant recruiting for a leading global expert network.

Cayman Jobs

At SteppingStones we are fortunate to never complete a working week without a high volume of new temporary and permanent roles coming across our desks.

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Home > Cayman Jobs

On this page you will find a full up to date listing of Cayman jobs at all levels and across all industries. If you are interested in any of these listings and feel you have the qualifications and skill set required, please click ‘Apply now’ and complete the fields required along with uploading an up to date copy of your resume. Con’t

Available Jobs in the Cayman Islands

Explore our extensive list of available jobs in the Cayman Islands

Reinsurance Accountant

SteppingStones is working on behalf of our client to assist them in sourcing a Reinsurance…
Apply Now
Cayman Islands
Ref #518957

Vice President - Client Services (Captive Insur...

We are delighted to be partnering with a top-tier captive insurance firm to identify a…
Apply Now
Cayman Islands
Ref #17-017

Director - Fund Management

We're welcoming applications from experienced Funds professionals to serve as a director on the boards of…
Apply Now
Cayman Islands
Ref #970507

Associate Accountant

As an Associate Accountant, you will support the Finance Manager in ensuring timely and accurate…
Apply Now
Cayman Islands
Ref #970550

Fund Director

We are currently seeking a suitable candidate for the position of Fund Director to work…
Apply Now
Cayman Islands
Ref #80024

Part-Time Accounts Assistant

On behalf of our client, we are seeking a part-time Accounts Assistant to join their…
Apply Now
Cayman Islands
Ref #720102

Marketing & Branding Representative

SteppingStones is working on behalf of our client to assist them in sourcing a Marketing…
Apply Now
Cayman Islands
Ref #970394

Administrative Assistant - Contract

On behalf of our client, SteppingStones is actively recruiting an immediately available Administrative Assistant for…
Apply Now
Cayman Islands
Ref #LR - ADMIN

Accountant - Contract

SteppingStones is pleased to be seeking a motivated and experienced Accountant to join our client’s…
Apply Now
Cayman Islands
Ref #24642

Marketing Professionals

As a Marketing Professional, you'll play a vital role in enhancing our client's brand, engaging…
Apply Now
Cayman Islands
Ref #962622

HR Manager

As the HR Manager, you'll provide expert guidance on HR matters, organizational changes, and employee…
Apply Now
Cayman Islands
Ref #962908

Compliance Administrator - Contract

SteppingStones is working on behalf of our client to assist them in sourcing a Compliance…
Apply Now
Cayman Islands
Ref #LR - Comp Admin

Accounts Officer - Contract

SteppingStones is working on behalf of our client to assist them in sourcing an immediately…
Apply Now
Cayman Islands
Ref #4000022

US Tax Manager

We are very excited to be supporting a key client of ours, a leading professional…
Apply Now
Cayman Islands
Ref #884577

Senior Compliance Associate

A leading financial services firm is looking to expand their office by adding a Senior…
Apply Now
Cayman Islands
Ref #897903

Corporate Services - Team Leader

An industry leading Trust & Corporate Services Provider in Cayman is looking to add an…
Apply Now
Cayman Islands
Ref #8939093930

Audit Senior

SteppingStones is working alongside one of the world’s leading Accounting firms to source experienced Audit…
Apply Now
Cayman Islands
Ref #85895898594

Account Manager, Captive Services

This major re-insurer has seen impressive growth in the Cayman Islands and regionally and are…
Apply Now
Cayman Islands
Ref #960093

Vice President, Insurance

This major re-insurer has seen impressive growth in the Cayman Islands and regionally and are…
Apply Now
Cayman Islands
Ref #960094

Assistant Vice President, Insurance

On behalf of our client, an internationally recognized and highly regarded Insurance firm in the…
Apply Now
Cayman Islands
Ref #8853058300

Accounts Administrator

We are working on behalf of our client, a Cayman based Construction organization to recruit…
Apply Now
Cayman Islands
Ref #8444090290209

Reinsurance Operations Analyst

Our client, a growing reinsurance firm, is seeking a detail-oriented and dynamic Reinsurance Operations Analyst…
Apply Now
Cayman Islands
Ref #400224

Marketing Coordinator

Our client is seeking a Marketing Coordinator to provide support to their international marketing team.…
Apply Now
Cayman Islands
Ref #64-74

Corporate Administrator

On behalf of our client, SteppingStones are seeking a highly organized and detail-oriented Corporate Administrator…
Apply Now
Cayman Islands
Ref #8888820

HR Officer

On behalf of our client, we are actively searching for an experienced and driven HR…
Apply Now
Cayman Islands
Ref #62-808

Regulatory Compliance & Risk Manager

SteppingStones has been enlisted by a well-established law firm to assist with sourcing a Regulatory…
Apply Now
Cayman Islands
Ref #248349

Viewpoint Administrator - contract role

SteppingStones are working alongside a global professional services firm who are looking for a Viewpoint…
Apply Now
Cayman Islands
Ref #970052

Professional Services Manager

SteppingStones are currently partnering with a top-tier IT Consultancy based in the Cayman Islands to…
Apply Now
Cayman Islands
Ref #964906

Technical Architect

SteppingStones are currently partnering with a top-tier IT Consultancy in the Cayman Islands who are…
Apply Now
Cayman Islands
Ref #970027

Relationship Manager

On behalf of our client, a local financial services firm, we are actively seeking a…
Apply Now
Cayman Islands
Ref #902262

Capital Markets - Senior Vice President

On behalf of our client, a renowned financial services institution, we are actively seeking applicants…
Apply Now
Cayman Islands
Ref #145552

Guest Service Agent

We are proud to be working exclusively with a prestigious company here on island in…
Apply Now
Cayman Islands
Ref #83927482

Technical Specialist (2nd/3rd Line)

SteppingStones are currently partnering with a leading IT organization in the Cayman Islands who are…
Apply Now
Cayman Islands
Ref #687771

Senior IT Sales Consultant

SteppingStones are currently partnering with a leading IT company in the Cayman Islands who are…
Apply Now
Cayman Islands
Ref #729688

Regulatory Lawyer

SteppingStones are delighted to be partnering with a reinsurance firm in Cayman to source an…
Apply Now
Cayman Islands
Ref #20-446

Financial Controller

As the Financial Controller, you will oversee all finance and accounting operations for our client…
Apply Now
Cayman Islands
Ref #969567

Trainee Recruiter

We are looking for a Trainee Recruiter! At SteppingStones we love to invest in talent…
Apply Now
Cayman Islands
Ref #787790

Trust Officer

The Trust Officer will administer and monitor a diverse client portfolio and investigate and suggest…
Apply Now
Cayman Islands
Ref #715596

Accounts Assistant - Contract

I am excited to share that my team and I here at SteppingStones Recruitment are…
Apply Now
Cayman Islands
Ref #0090998

AML Compliance Officer

I am ecstatic to announce that my team and I here at SteppingStones Recruitment are…
Apply Now
Cayman Islands
Ref #951554

Receptionist - Contracted

We actively require immediately available and reliable individuals to assist with Reception cover for our…
Apply Now
Cayman Islands
Ref #443425

Financial Administrator - Contract

I am excited to share that my team and I are working on this new…
Apply Now
Cayman Islands
Ref #9553554

Insolvency Associate

We are currently seeking an Associate – Insolvency to work with a leading professional services…
Apply Now
Cayman Islands
Ref #8444095005

Corporate Administrator

I am excited to share that my team and I are working on this new…
Apply Now
Cayman Islands
Ref #889155

Bookkeeper

I am excited to share that my team and I are working on this new…
Apply Now
Cayman Islands
Ref #56773276

Supervisor - Equipment Rental Division

Are you an experienced leader with a passion for driving teams to success? Are you…
Apply Now
Cayman Islands
Ref #3749499

Graduate Financial Services Trainee

SteppingStones has partnered with a multi-national financial services organization to assist them in sourcing a…
Apply Now
Cayman Islands
Ref #583086

Creative Manager - Outsourced Services

If so, our client, a  well loved Brand Design agency based in the Cayman Islands,…
Apply Now
Cayman Islands
Ref #966431

Junior Accountant

You'll work on financial reporting major clients and if you're passionate about finance and eager…
Apply Now
Cayman Islands
Ref #969329

Trainee Accountant

Our client is seeking a driven  Trainee Accountant to join their team in Cayman!This is…
Apply Now
Cayman Islands
Ref #4466

Team Leader

We are looking for an exceptional performer who is passionate about delivering the best candidates…
Apply Now
Cayman Islands
Ref #787789

Senior Recruiter

We are looking for an exceptional performer who is passionate about delivering the best candidates…
Apply Now
Cayman Islands
Ref #688552

Recruiter

Duties and Responsibilities Assist client companies to identify suitably qualified and experienced candidates to fill…
Apply Now
Cayman Islands
Ref #787796

Compliance Officer

Our client is looking for an experienced Compliance Officer to join their team! Duties include…
Apply Now
Cayman Islands
Ref #220194

Senior Compliance Officer - Regulatory Services

On behalf of our client, we are welcoming applications for a Senior Compliance Officer to…
Apply Now
Cayman Islands
Ref #969083

IT Officer/Manager (Temporary)

We are working with a long standing that is seeking a skilled and experienced Temporary…
Apply Now
Cayman Islands
Ref #8589393988493

Network Engineer

SteppingStones are currently partnering with a key client to assist with the search for a…
Apply Now
Cayman Islands
Ref #952105

Senior Data Engineer

SteppingStones are delighted to be partnering with a leading organization in the Cayman Islands who have…
Apply Now
Cayman Islands
Ref #728725

Finance Legal Secretary

SteppingStones are delighted to have partnered with a global offshore law firm who are looking…
Apply Now
Cayman Islands
Ref #968231

Marketing & Business Development Executive

An exciting opportunity to join a global law firm in their busy Marketing & BD…
Apply Now
Cayman Islands
Ref #968134

Regulatory Officer - AML Compliance

A leading offshore law firm are looking for an experienced regulatory compliance professional to join…
Apply Now
Cayman Islands
Ref #968300

Compliance/Corporate Administrator - 6 month co...

A leading law firm are looking for an experienced corporate services professional to join their…
Apply Now
Cayman Islands
Ref #968339

Sales Coordinator | Contract Role

We're seeking a Sales Coordinator to be the backbone of our client's operations. If you…
Apply Now
Cayman Islands
Ref #968226

HR Assistant

Our client is a top tier destination management company based in Grand Cayman, and are…
Apply Now
Cayman Islands
Ref #968329

Assistant Underwriter

As an Assistant Underwriter, you'll play a vital role, offering underwriting support to our client's…
Apply Now
Cayman Islands
Ref #968061

Once you have completed this process, one of our Recruiters will receive an automatic alert and will be able to review your application in full.

Should your resume and application be in line with what our client is looking for, we will then contact you to arrange an initial face to face or telephone interview to discuss your experience in more detail in addition to your job search as a whole, as it may be the case that we have other opportunities on the horizon that may be of interest to you.

We love our candidates and we want to meet you in person however we understand as a result of Covid-19, this may not be possible. All on-island candidates will be required to attend a preliminary interview and how we meet is based on your comfort level. Options will include in person, telephone, Zoom or WhatsApp. All overseas candidates will be spoken to via Zoom, WhatsApp or Telephone.

At this stage we will also request some additional documentation which forms part of our due diligence process. This documentation will include two professional references (or contact details of referees), an up to date police clearance, and proof of status (if applicable).

For more information on our processes, please feel free to ring the office on: 1 345 946 7837