Our Story

Workers’ Comp Insurance Pros is a division of Synergy Insurance Group.

We got started in 2004 by Jay McCloskey as Transportation Insurance Professionals. It was the natural progression of a career spent in the transportation industry taking care of people.

Jay’s career in the transportation industry began in 1984 when he started CareVan Transportation, a Non-Emergency Medical Transportation / Special Transportation Service in Minnesota. Having run up to 27 vehicles at a time, operating over 5 million miles with an outstanding safety record, he decided to train professional drivers.

In 1994 he founded Professional Driver Training Institute (PDTI) and began as Metro Mobility’s Training Coordinator training all of the drivers for their 239 vehicle fleet. Throughout its ten years in business PDTI trained most of the non-emergency medical transportation drivers as well as a number of school bus and taxi drivers in the State of Minnesota.

He served as an expert witness in multiple complex court cases involving commercial transportation accidents and as a lobbyist for Minnesota’s Special Transportation Services Association. In addition, he started the school bus program for PACT Charter School and served as their School Bus Safety Director for three years. He served on the Special Transportation Service Advisory Committee for the Minnesota Department of Transportation as well.

All of this experience in transportation and transportation risk management led naturally to the insurance industry. In 2004 he started Transportation Insurance Professionals, offering insurance for non-emergency medical transportation services. Then limousines. Then school buses, taxicabs, party buses, charter buses, trucking, and more.

His children, Serina, Ian, and Terence, joined him over the years and it became a family agency. In 2017 the four of them decided it’s time to re-brand and Synergy Insurance Group was born, offering personal insurance as well as insurance for non-transportation businesses as well. Transportation Insurance Professionals became a division of Synergy Insurance Group, and Workers’ Comp Insurance Professionals became another division. In order to simplify things for clients who need to finance their insurance premiums, they started Synergy Premium Finance in 2022 also.

The team of Synergy Insurance Group actively works to find collaborations that will benefit of our stakeholders: Clients, Employees, and Community.

Our motto – Apart we Survive, Together we Thrive, Trust Synergy – reminds us of our commitment to our stakeholders.

Our Values – Trust, Sincerity, Innovation, Generosity – reminds us how rise to meet that commitment… and how we do not.

With dedication to achieving big agency benefits for our clients with a small agency feel Synergy Insurance Group, the Workers’ Compensation Insurance Professionals, is hard at work finding ways to take care of your employees while keeping hard-earned dollars in your pocket. If we can help you take care of your people, and make your dollar do more for you, we can play a very real part in improving the lives of all people.