Cushy Jobs

Updated June 25, 2026 · Fidelity + Liberty Mutual + healthcare and higher-ed admin.

Chat & email support jobs in Massachusetts

Cushy WFH chat & email support roles open to applicants based in Massachusetts.

Most cushy chat & email support jobs are fully remote and US-eligible, so applicants in Massachusetts qualify for the same listings as anywhere else in the country. We surface listings here that specifically prefer or list Massachusetts in their applicant criteria, plus the broader US-remote pool. Massachusetts residents have access to roughly the same applicant pool as the rest of the US — the difference is in state labor laws (pay frequency, sick leave, classification rules) noted below.

Massachusetts hosts substantial financial-services and healthcare remote hiring, anchored in the Boston metro. Fidelity Investments and Liberty Mutual (both headquartered in Boston) run large remote customer service, claims, and admin operations. Mass General Brigham, Tufts Medicine, and Boston Children's Hospital drive healthcare admin remote roles, while the region's dense higher-ed sector adds administrative hiring. Massachusetts has a flat 5% state income tax (plus a 4% surtax on income over $1M, rarely relevant for cushy wage bands). Cost-of-living is among the highest nationally; pay rates typically run 8-12% above national average.

24 verified chat & email support listings open to Massachusetts applicants

Common questions about chat & email support jobs in Massachusetts

Other categories in Massachusetts