Boston, MA
About us
Ironside Insurance Group was founded in 2012 in downtown Boston’s financial district and has grown to become an insurance industry leader. By forging strong relationships with our professional partners and clients that are rooted in honesty and integrity, we have built a reputation for providing the best service and experience available.

About Ironside Insurance Group

We get it – not everyone gets excited about insurance… But that’s what we’re here for.  

While we continue to always hope for the best, insurance affords us with the ability to prepare for the worst.  Our customer-first mentality aims to help protect our clients’ families, assets, businesses, and overall financial futures.  It’s not easy to consistently exceed expectations but our team does just that, every day.  The insurance industry is changing and we are constantly adapting and improving right along side to make sure we are able to offer our clients customized solutions to their individual needs.

Currently serving MA, NH, RI, ME, CT, VT, NJ, PA & FL, our agency is equipped for the modern era of all things insurance.  

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Head shot image of agency owner Ryan Kent

Ryan Kent | Partner

A founding partner of Ironside Insurance Group, Ryan began his career in the industry at Liberty Mutual Group, where he was consistently recognized as a top producer countrywide.  A member of many professional groups throughout Boston, he is a prominent member of the business community, specializing in Commercial Insurance.

He’s a graduate from Merrimack College where he studied Business Management.

Head shot image of agency owner Joshua Shotts

Joshua Shotts | Partner

A founding partner of Ironside Insurance Group, Josh began his career in the industry with one of the world’s largest insurance carriers, Liberty Mutual, where he was routinely named a nationwide top performer.  

He graduated from the University of Florida where he earned a Major in Business Management and Minor in Entrepreneurship.

Anthony Cingranelli | Sales Director

A proud graduate of Western New England University, Tony received a bachelor’s degree in Finance. Upon graduating in 2006, he started his Property and Casualty Insurance career at Liberty Mutual Insurance Group, where he was annually recognized as a top producer.

He is a multi-year recipient of the prestigious “Five Star Professional Award,” that identifies insurance professionals consistently demonstrating industry excellence and providing superior service to their clients.

Joseph McCabe | Licensed Insurance Agent

Prior to joining Ironside in 2017, Joe worked for 3 years as an underwriter for a real estate private equity group, and 3 years as an asset manager for a large commercial bank. He used these years of risk management experience to transition into a career in the insurance world, helping individuals and businesses properly manage their day-to-day risks in the most cost-effective way.

He is a graduate of Trinity College where he earned a degree in Economics. Joe resides on Cape Cod with his wife, four daughters and two dogs.

Josh Schaer | Licensed Insurance Agent

Josh began his career as a partner in a restaurant franchise before making the transition to insurance, where he now focuses on commercial and personal lines products and services. Along with his wife and son, Josh resides in Portsmouth, NH where he is actively involved in the community, local non-profits and professional business organizations.

He is a graduate of the University of Denver where he studied Business Management.

Jack McGroarty | Licensed Insurance Agent

A native of Martha’s Vineyard, Jack began his insurance career working in CIGNA’s New York City sales office in 2006, representing employee benefit plans to large employers with thousands of employees. Almost 15 years later he has experience in Life, Accident, Health, Disability, Property and Casualty Insurance for both businesses and individuals.

A graduate of Stonehill College, Jack lives in West Tisbury with his wife Andrea and their two young children.

Andrew Hillier | Licensed Insurance Agent

A Graduate of Stonehill College, Andy has 9 years of sales & account management experience, combined with 3 years in the insurance industry.

He resides on the south shore of MA and his hobbies include golfing, hiking and enjoying the great outdoors.