Overview of Transaction

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• Originally founded in 1992, Flagler is a retail Property & Casualty (P&C) insurance agency headquartered in Palm Beach, Florida.

• Flagler, an established company with three offices located in high-growth markets across Florida, is led by agency president Tyler Schapiro. The agency specializes in providing insurance solutions for the equestrian, commercial real estate, and financial services industries.

• Flagler agreed to partner with High Street Insurance Partners (HSIP), one of the fastest-growing insurance agencies in North America and a Top 100 National Insurance Broker headquartered in Traverse City, Michigan.

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Significance of Transaction

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• This acquisition further reinforces HSIP’s retail presence in the Florida market and leverages Flagler’s specialty expertise within the commercial, personal, and private client insurance services. 

• The acquisition provides Flagler with the unique opportunity to supercharge growth initiatives with the backing of one of the industry’s top leaders and their robust resources.

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Sica | Fletcher's Role

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• Sica | Fletcher served as exclusive strategic and financial advisor to Flagler. 

• This transaction highlights the strength of Sica | Fletcher’s relationships with leading agencies and top-tier investors.