Profile
Jordan Triola is vice president of digital at Westchester, a Chubb Company, where he serves as zonal underwriting manager for the Northern Region. Additionally, he leads key marketing initiatives nationally that support the growth and strategy of Westchester’s Digital team.
With nearly eight years at Westchester, Triola has developed a strong foundation in underwriting and a deep understanding of the impact that relationships have in this industry. He leads with integrity, prioritizes trust, and believes that the connections built along the way are just as important as the results achieved. He thrives in a fast-paced industry, tackling its challenges head-on and turning obstacles into opportunities.
“None of that growth happens in isolation,” he says. “I am incredibly fortunate to work alongside a talented and driven team that pushes me to be better every day. Their dedication, energy, and collaboration are at the core of everything we accomplish together.”
Triola looks back on his time at Westchester with a great sense of pride and gratitude and looks ahead with even greater ambition.
Being selected as one of Insurance Business America’s Rising Stars is an honor Triola does not take lightly, but more than anything, it is a motivator. He is deeply grateful to the mentors, colleagues, and partners who have believed in him and supported his journey along the way. There is much more to accomplish, and this recognition only fuels his drive to keep performing at a high level, keep growing, and keep finding new ways to make an impact.
3 Country View Rd, Malvern, PA 19355
484 883 6936
jordan.triola@westchester.com
linkedin.com/in/jordan-triola-4a749a80
westchester.com
Jordan Triola
Vice President, Digital Westchester, a Chubb Company
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Bio
Milestones
2018
2020
2023
Present
2022–present
Business Development Specialist at Westchester
2018
New Business Underwriter at Westchester
Chubb Circle of Excellence honoree
2020
Assistant Vice President and Regional Underwriting Manager at Westchester
2023
Vice President, Small Business at Westchester since 2025
Present
Managing Director at Euclid Transactional
2022–present
Milestones
“By focusing on doing the best possible job for every client, they naturally tell their friends and family. That organic growth has been very rewarding”
Alan Borthwick,
DUX Financial Services
“Our goal is not to speed up transactions but to slow down where it matters, taking the time to truly understand each client’s situation and deliver thoughtful, personalised guidance”
Alan Borthwick,
DUX Financial Services
youtube.com/@summitpw
facebook.com/summitprivatewealth
instagram.com/summit.wealth
x.com/SummitPrivate
For Borthwick, satisfaction means delivering the result the client set out to achieve while keeping the process smooth and low stress during what can be an emotional time, such as buying a home. He says his greatest strength is cutting through complexity to find the best path forward, staying calm no matter how challenging the lending scenario.
While he has celebrated plenty of loan approvals that others said could not be done, the achievements that mean the most are different. What stands out most to him is helping clients pay off their mortgages far faster than they expected. “Seeing the real difference this makes to their financial freedom and peace of mind is incredibly rewarding,” he says.
Looking ahead, the targets are not about volume. Borthwick is aiming for higher client satisfaction and stronger long-term financial outcomes, with an ambition “to be known as the adviser clients can rely on for calm, considered advice in an increasingly digital world.”
It is an approach summed up by the team’s shared commitment: clear, practical mortgage and financial advice that reduces stress and builds lasting financial resilience for New Zealand families.