Milly Serpell

Milly Serpell

Managing Director

Milly is the founder and Managing Director of SteppingStones and has had the privilege of calling Cayman home for the past 27 years.  Throughout her time on the Island Milly has worked within recruitment agencies and for financial service providers within talent acquisition and development roles. Milly has an in-depth understanding of attracting and retaining talent human capital and of all of the challenges that businesses in Cayman and this region can face. One of Milly’s proudest moments was achieving the IIP Platinum accreditation which confirmed the organisation’s following values: creativity, passion, competence, pride, honesty, dedication, community-mindedness, empathy, professionalism, friendliness, and fun are truly ingrained in the company’s culture. 

Milly’s is dedicated to ensuring every single member of her team can become their very best self and she will support and challenge each person tirelessly to ensure this is achieved. Milly has served as President and a Director of the Cayman Islands Equestrian Federation, as a Director of the Cayman Islands Society of Human Resource Professionals and is currently a member of the National Gallery Human Resources Committee.

When she is not in the office you will find her with her husband and three children, on a horse, in the water, or otherwise enjoying the company of good friends.


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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
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