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DII Leadership

Thomas Carroll

CEO & President

Thomas Carroll, President and CEO has served DII for 39 of its 56 years. Tom spearheaded a transition that positioned DII as a prominent, 90+ person firm with stellar national reputation. Tom drives the DII Mission: build strong relationships, help protect what matters, and serve when needed. Of DII’s strategic priorities, Tom is most passionate about the first: “We take care of our people.” Tom’s personal philosophy is that life is a learning journey, where the engaged mind is the wellspring of excellence. “There may be no greater crime than undeveloped potential” (Matthew 25:14-30). He bases his business philosophy on Jim Rohn, who said it best: “Don’t wish it were easier, wish you were better.”

Dana Carroll

Executive Vice President

Dana is a 1984 graduate of the University of Maryland earning her degree in political science. She joined DII in 1984 following her graduation. In her time at DII her responsibilities have included working with many of our most important clients in account management. Dana represents the second generation of family ownership and her responsibilities have grown with her leadership capabilities. She has successfully led the agency from a traditional paper driven environment into the digital age. In this area, she oversees our investments in automation geared to improving the experience enjoyed by our clients. For example, in 2020, she launched “DII – Mobile Insured” – our first mobile app facilitating the relationship with our clients through mobile technology. She successfully guided the agency with a tremendously capable team through a major software conversion. This followed her leadership in relocating the agency into our current home in Hunt Valley. Dana currently serves on the agency’s executive counsel and our leadership team, paying specific attention to our first and most important strategic priority – taking care of our people. Dana is married and has two children, Elle and Thomas. She enjoys exercise, hiking, skiing, boating, and spending time with her two dogs – Skylar & Stella

Salvatore DiPietro

Executive Vice President

Sal DiPietro began his career with DII in 1986 with the simple premise that helping people protect the things they cherish the most would ensure his long-term success in the industry. Now, as Executive Vice President, he has been a part of many positive changes and growth within the agency, helping to make it the highly regarded insurance firm that it is today. Sal has earned the distinguished CPCU designation which demonstrates his professionalism and commitment to the insurance industry. He doesn’t just procure policies but proactively puts together well-rounded insurance programs using Risk Management techniques to help client’s lower their cost of risk. Sal genuinely enjoys the insurance industry because it allows him to meet new people and learn about their businesses and what makes them tick. “It is never a bad idea to visit a client,” is his motto, and a refreshing attitude. He enjoys the fact that insurance is not cookie cutter and welcomes the various challenges that come with the territory. He has served on several committees and boards soaking up as much knowledge as possible to best serve his clients. When he is not helping to make DII more successful and a great place to work, he is spending time with his family including three kids. Sal has a love for all things water related and prides himself as an acclaimed competitive sailor on Chesapeake Bay, which goes along with his mindset of taking challenges head-on.

Michael Papa

Senior Vice President / Director of Underwriting

Michael Papa is a Certified Insurance Counselor (CIC), a Property and Casualty Insurance Broker, and a Registered Insurance Advisor in the State of Maryland. He began his insurance career in 1983 with Aetna, where he worked as a commercial package underwriter. He spent two years with The Hartford, where he progressed into a management position involved with all lines of commercial insurance. His last 39 years have been spent in various functions on the brokerage side of the industry. At DII, Michael is the on the Leadership Team serving as Director of Underwriting, Senior Vice President, senior technical advisor, and as a key player in the Risk Management division, which concentrates on larger, more complex accounts. He served on the Board of Directors at Insurance Agents & Brokers (IA&B), serves on the Risk Management & Insurance Advisory Board at the University of Baltimore, and serves on the Producer Advisory Board at the Maryland Insurance Administration. Michael holds a B.S. from LaSalle University in Philadelphia, from which he graduated maxima cum laude, and an MBA from Loyola College, Baltimore. Michael is married, has twin 27-year-old sons, and lives in Perry Hall, Maryland.

Carin Hays

Vice President / Director of Human Resources

Carin began her career with DII in 2004, following early experience in the legal industry. She holds a degree in Business Administration from Stevenson University and Loyola College and brings a thoughtful, people-centered approach to organizational leadership. As Director of Human Resources and a member of the leadership team, Carin is responsible for advancing DII’s culture and supporting the growth and well-being of its people. A Certified Kolbe Consultant, she partners with leaders, employees, and teams to help them understand how they work best, providing guidance through career development, policy education, and classroom-style presentations. She is also committed to developing future talent and proudly serves as an Employer Partner with Towson University. Recognized for her clear and practical approach to HR communication, Carin is deeply committed to helping others succeed through thoughtful guidance, career advancement, and change support. A lifelong learner with a strong interest in body language, she brings both insight and approachability to her leadership. Strengthening culture and supporting DII’s people remain central to her work. Outside of work, Carin enjoys spending time with her family, including her two sons, as well as playing in a bocce league, traveling, and cooking.