Since 2017, Kaiman has served as the Deputy County Executive of Suffolk County.

He works closely with Suffolk County Executive Steve Bellone to oversee the county’s $3.8 billion annual budget, manage a 10,000-member workforce, and provide services to a total 1.5 million residents.

In his tenure, he has launched Suffolk’s 311 Call Center, implemented a county-wide municipal service sharing program to reduce costs, and created a Suffolk School recycling program.

In 2013, Gov. Andrew Cuomo appointed Kaiman to lead the clean-up and recovery efforts following Superstorm Sandy.

Kaiman helped build the New York Rising relief program, working with communities and constituents to navigate the challenges of rebuilding in the aftermath of the storm.

The same year, Kaiman was named as the chairman of the Nassau Interim Finance Authority, the organization tasked with maintaining Nassau County’s fiscal responsibility.

Kaiman served as North Hempstead Town Supervisor from 2004 to 2013.

In 1999,  Kaiman was elected to a judgeship on the Nassau County District Court; presiding over criminal, civil, and landlord and tenant cases.

In his tenure,  Kaiman received the highest possible rating from the Nassau County Bar Association’s Judicial Screening Committee

Kaiman began his career in public service as North Hempstead’s public safety commissioner, overseeing emergency management, animal control, and the town’s harbor patrol.