Matt Prewitt

 Matt PrewittHighland Risk Services is pleased to announce that Matt Prewitt has joined Highland Risk Services’ wholesale brokerage as Vice President. Mr. Prewitt is based at Highland’s headquarters in Chicago, IL.

As Vice President, Mr. Prewitt brings his 15 years of insurance experience to enhance and expand Highland Risk Services’ business production and development. Prior to joining Highland, Mr. Prewitt was the Senior Vice President of the Healthcare division for Risk Placement Services.  In this role, he was focused on placing healthcare risks to include long term care, miscellaneous facilities, physician and hospital placements.

“We are thrilled to have Matt join the Highland team” said Brian Daly, president of Highland Risk Services.  “We are a rapidly growing organization and a person with Matt’s proven track record of generating business opportunities fits in with our strategy.”  

Ryan Gillispie, Executive Vice President of Highland Risk Services, remarked, “Matt’s experience and industry knowledge makes him a valuable addition to Highland. I’m confident that Matt will play a key role in developing new business opportunities as we continue to grow our business.”

Mr. Prewitt remarked, “I am excited to be joining Highland Risk Services.  Highland is a great organization and I look forward to working with this group to continue its record of success.”

Matt Prewitt can be reached at or 847-999-9478.