About Us

ProLawyer is led by two seasoned insurance experts who specialize in the area of Lawyers Professional Liability coverage. Broker clients benefit from our single focus and experience combined with a dedication to detail, time-sensitive efficiency, and high-quality service.

Ashley Culin, Senior Vice President, Underwriting

Ashley has more than 25 years of Lawyers Professional Liability insurance experience, handling law firms of all sizes secure standard and high-risk policies. For five years, she was an integral part of the development process of LawyerCare, the ProAssurance Group’s comprehensive Lawyers Professional Liability coverage.

Prior to stepping out on her own, Ashley worked for such companies as Harleysville Insurance and United National Group, where she honed her understanding of lawyers’ professional liability as well as gained experience in Non-Profit Directors & Officers and Employment Practice Liability coverage. Ashley is a member of the Professional Liability Underwriting Society (PLUS).

Ashley is a graduate of West Chester University in Pennsylvania with a bachelor of science in business management and currently resides in Aston, Pennsylvania, with her husband and two children. A former track coach, she enjoys sports plus spending time with her family both nearby home and at the Jersey Shore.

Ian Massaro, Senior Vice President, Underwriting

For more than 25 years, Ian has focused his career in the area of Lawyers Professional Liability Insurance and gained valuable expertise at United National Group before becoming a principal at Prolawyer Insurance, LLC. His industry knowledge also includes experience in other areas of liability insurance coverage.

Ian graduated from King’s College in Wilkes-Barre, Pennsylvania with a bachelor of science degree in marketing, and in 2005, he completed his Registered Professional Liability Underwriter (RPLU) designation. He is a member of the Professional Liability Underwriting Society (PLUS) and an active member of his community, working with the Robert J. Ashley IV Memorial Foundation.

Born and raised in the Philadelphia area, Ian now resides in Newtown with his wife and three children. Outside of work, he likes to golf, visit the beach and spend time with his family.