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Sica | Fletcher advises Working Class Benefits, LLC in its sale to High Street Insurance Partners.


Overview of Transaction

  • Founded in 2013, Working Class Benefits (WCB) is a retail insurance agency located in Mount Vernon, IL.

  • The Company provides employee benefits (medical, vision/dental, supplemental and long-term care coverages) for small- to medium-sized employers across a variety of sectors. 

  • WCB 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.

Significance of Transaction

  • Following a recent acquisition by HSIP in the same geography, the acquisition will allow HSIP to further expand its footprint into the Illinois/Missouri markets.

  • The acquisition will provide WCB with substantial growth opportunities. The WCB team will fold into an existing P&C operation owned by HSIP, providing cross-selling and information sharing opportunities from day one.

Sica | Fletcher's Role

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

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

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