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Crosby has created a company culture focusing on delivering excellent service to our clients, participants, as well as maintaining strong solid relationships with our business partners and vendors. We would not be able to do this without our dedicated team of benefit professionals.


Harvey Crosby


Harvey J. Crosby is the President and owner of Crosby Benefit Systems. Harvey founded Crosby Benefit Systems in 1976 and has been a part of the employee benefits community for over 35 years. Harvey received a bachelor's degree from Case Western Reserve University and also holds a Master's in Education. He is also a registered Stock Broker.

Darla Rosenfeld

Sales/Operations Consultant

Darla Rosenfeld is both a sales and operations consultant. She has been with Crosby since 1998. With expertise in administrative process and transactional data flows, Darla's previous hands-on experience allows her to relate well to the needs of clients and prospective clients. Darla is Certified in Flexible Compensation (CFC).

Max Crosby

Operations Consultant

Max Crosby offers business and technology strategy for Crosby's spectrum of services. He is responsible for overseeing much of Crosby's administrative service delivery as well as managing the Information Services team. He is a Certified Flexible Compensation Instructor (CFCI) and registered Massachusetts Insurance Broker.