Updated June 25, 2026 · Fidelity + Liberty Mutual + healthcare and higher-ed admin.
Cushy WFH admin & clerical roles open to applicants based in Massachusetts.
Most cushy admin & clerical 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 admin & clerical listings open to Massachusetts applicants
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Timeline Optimization Group · Various
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Jacoby & Meyers Accident & Injury Lawyers · Various
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Hill's Lawn & Landscape · Various
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Boldly Premium Executive Assistants · Various
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Radiology Partners · Various
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Orchestrate Consulting Group · Various
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Verified listings in this category pay a median of $19/hour, ranging from $15 to $28/hour. Most fully remote roles pay the same nationally regardless of where you live.
Most are open to anyone in the United States. We surface Massachusetts explicitly when employers list it as a preferred or eligible location.
No — most cushy WFH listings are open to all 50 states. Listings tagged "Massachusetts" usually mean the employer prefers Massachusetts residents (sometimes for tax/payroll reasons) but will still hire from neighboring states. Check each posting.
Schedules meetings, prepares and formats documents, coordinates with vendors, manages travel bookings, handles light bookkeeping (expense reports, invoice tracking), and supports HR onboarding. Tools are typically Microsoft 365 (Outlook, Word, Excel, Teams) or Google Workspace, plus a project tool like Asana or Monday. Most days are 60–70% async work, 30–40% scheduled calls.
Some do — Public Trust is the most common requirement and takes 4–8 weeks after offer. Secret clearance takes 3–6 months. Many federal entry-level admin roles (GS-5, GS-6) require only Public Trust, which most US citizens with a clean background qualify for. Listings on USAJobs make clearance requirements explicit.