GlobalScot Interview With Helen Sayles

Helen Sayles - Scots in New England interview

Before her retirement as Senior Vice President at Liberty Mutual Insurance Group, Helen Sayles was responsible for global human resources policy development and implementation, including compensation, benefits, employee relations, human resource development, employment, safety/health and HR operations. Helen’s responsibilities also included development and implementation of the company’s real estate and administrative services strategy. She currently serves as President for the Entrepreneurial Scotland Foundation USA, Trustee of the National Trust for Scotland Foundation USA and Trustee of The New England Historic and Genealogical Society. Helen was born and educated in Scotland and received a business degree from Heriot-Watt University in Edinburgh before emigrating to the US. She received a CBE in 2014.

Helen Sayles


Q: Where are you from in Scotland?
A: I am from Ayrshire, in the southwest of Scotland……..the birthplace of Robert Burns. I was born in Kilmarnock and grew up in the small village of Fenwick, a few miles north of Kilmarnock and 20 miles south of Glasgow. It is known as a traditional weaving village and as the birthplace of the co-operative movement https://en.wikipedia.org/wiki/Fenwick_Weavers%27_Society

Q: Can you share what event brought you to the U.S. and how long you have been here?
A: I graduated from University in 1972 and the UK was in a deep depression (high inflation, high unemployment). As a result, there were no jobs there for starting graduates with business decrees, especially for women. On a dare from a fellow student, I applied for a job as a nanny in New York City and got it!

Q: What do you most miss about Scotland? Anything that you have not been able to replicate in the U.S.?
A: Well, I don’t miss the weather, although the countryside is beautifully green there and it has a long growing season for plants. I do miss the people – I still have family and friends there. The thing I miss the most is an authentic fish supper and really good haggis. Apart from those, you really can get almost anything Scottish here.


Q: Could you expand on your current role and why you enjoy it?
A: After I retired from my professional career, I decided I wanted to give back and I focused on Scotland. I felt I had a great childhood and a great education and then I left, like many other ex-patriate Scots. Working pro-bono on behalf of two American Scottish organizations felt right to me.

Q: Did you choose New England or did it choose you?
A: I chose it. After New York, I spent two years in Colorado and loved it there. However, while the southwest is lovely: big, beautiful blue skies; skiing; and a distinct place in American history, it is also relatively new. I moved to the Boston are because it felt most like a European city to me – the river and the bridges, four seasons, the architecture and history and it was closer to ‘home’ if I wanted to go there.

Q: Looking back in time, are there any decisions you made that in hindsight you now view as defining moments in your career?
A: A few. They usually involved the courage to speak out, taking reasoned risks and listening to people.

Q: What one piece of advice would you give to entrepreneurs in Scotland contemplating establishing a business in New England?
A: Come over here before you make the decision; talk to people here whom you trust and can help you navigate the best way forward.

Q: What message would you give to New Englanders thinking of expanding into Europe?
A: Make sure you do market research about the various regions to see what best suits your business and think carefully about timing of when to expand.


  • Alice Sloan

    Alice’s family originally hails from Ayrshire, Scotland. She is CEO of Sloan Growth Strategies and an Adjunct Professor at Endicott College. Alice has been championing international trade and business development in New England for over 20 years and is highly recognized across the region and beyond.

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