About Us

Chesapeake Insurance Solutions is a team of experts based in Timonium, Maryland.
We serve MD, DC, VA, WV, PA, DE for your property, casualty, and business needs.

Our supplemental voluntary employee benefits, as well as life insurance services are offered nationwide.
We are the solution to your insurance needs.

John Dixon

Meet Our President:

John Dixon

John Dixon began his insurance and financial services career 33 years ago, immediately upon graduating with a business degree from the University of Maryland in 1988.

During his time in the financial services industry, John has served as a Financial Advisor, Sales Manager, and Managing Partner, being recognized with numerous company and industry awards at each level.

John started Chesapeake Insurance Solutions with the purpose of building a diversified financial services firm on the foundation of a large, mature Property and Casualty Agency. The Agency currently serves more than 5,000 individuals and families. The objective is to continue to be the preferred provider of insurance solutions for those existing clients while regularly cultivating new relationships.

John has always been active in the community. Causes that he has donated his time and energy to include the Washington DC Chapter of Entrepreneurs Organization, The Holy Cross Hospital Foundation Board, The Josh Norman Stars 24 Foundation Board, and the Olney Boys and Girls Club. He enjoys spending time with Sherri, his wife of 25 years, and their 3 sons. He is an avid skier, fly fisherman, tennis player, and bad golfer.

“My agent was the best, informative and pleasant agent I have ever worked with, thank you.”

Frank Morrison

“I worked in the insurance industry for years and know the skill levels of the people you get guidance from matters to get properly insured. My agent at Chesapeake Insurance Solutions not only saved me money, she completely revamped my entire coverage for my car, home, and life insurance. I would recommend her, and the entire agency to anybody.”

Todd Aston

“Everyone has been very nice and considerate. They have also looked for ways to lower my premium amount on home and auto. I appreciate the help very much. It is a pleasure to deal with Chesapeake Insurance Solutions.”
Janet Sappington

“Chesapeake Insurance Solutions has provided tremendous support while trying to acquire the right policy. They are responsive, personable and always go the extra mile for me!”
John Junior

“My agent has been awesome to work with. I really hope I don’t ever have to call, but when I do, she is super responsive, provides amazing customer service, and is very quick to resolve my issues!”
Eric Konovalov

“Freaking Great Experience!!!”
LaShelle “Shelly” Baltimore

It Starts With A Simple Conversation

We Look Forward To Working With You

Chesapeake Insurance Solutions

9618 Deereco Road
Timonium, MD 21093

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