Mary brings over 20 years of transportation underwriting experience, with a distinguished track record across all facets of the insurance business—retail, wholesale, insurance company operations, and program administration. Her expertise spans senior leadership roles, including serving as Senior Vice President at Maximum Independent Brokerage, where she successfully managed the company's first branch outside of its Chicago headquarters.

Notably, Mary played a pivotal role in the development of Foundry Insurance Group, serving as Executive Vice President and Chief Underwriting Officer. In this role, she was instrumental in creating and managing three niche transportation programs and led the Foundry staff, working closely with (re)insurers to support these programs. Her career also includes key underwriting roles at Vanliner Insurance Company and Swett & Crawford.
“I am excited to join Pinpoint and contribute to the growth and success of its transportation programs. Working alongside Brad Sickinger, I look forward to enhancing our offerings and delivering innovative solutions that complement Pinpoint's existing APD offering,” said Mary McKay, CUO of Pinpoint.

“We are thrilled to welcome Mary McKay to the AM Specialty family. Her extensive underwriting expertise and leadership in the transportation space will be invaluable as we continue to strengthen Pinpoint’s position in the specialty insurance market,” said Shevawn Barder, CEO of AM Specialty.

Mary’s appointment reinforces AM Specialty’s commitment to underwriting excellence and its mission to provide specialized insurance solutions tailored to meet the evolving needs of its partners.