Updated June 25, 2026 · Fidelity + Liberty Mutual + healthcare and higher-ed admin.
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
Quince · Various
Posted just now · ✓ Verified just now
NoGigiddy · Various
Posted 3 days ago · ✓ Verified just now
Didi Hirsch Mental Health Services · Various
Posted just now · ✓ Verified just now
WVSU · Various
Posted just now · ✓ Verified just now
Jobright.ai · Various
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Jobright.ai · Various
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RG&T Solutions · Various
Posted just now · ✓ Verified just now
Turtles · Various
Posted just now · ✓ Verified just now
Embrace Software Inc · Various
Posted just now · ✓ Verified just now
ms consultpartner · Various
Posted just now · ✓ Verified just now
Positive Behavior Steps · Various
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Filipino Contractors · Various
Posted just now · ✓ Verified just now
ms consultpartner · Various
Posted just now · ✓ Verified just now
Aisle and Abroad · Various
Posted just now · ✓ Verified just now
Aisle and Abroad · Various
Posted just now · ✓ Verified just now
NoGigiddy · Various
Posted 3 days ago · ✓ Verified just now
Agile Financial Systems · Various
Posted just now · ✓ Verified just now
Absorb Software · Various
Posted just now · ✓ Verified just now
Didi Hirsch Mental Health Services · Various
Posted just now · ✓ Verified just now
CapeTalent · Various
Posted just now · ✓ Verified just now
1-800 Contacts · Various
Posted just now · ✓ Verified just now
Canvia · Various
Posted just now · ✓ Verified just now
One Firefly · Various
Posted just now · ✓ Verified just now
Jack Henry & Associates · Various
Posted just now · ✓ Verified just now
Verified listings in this category pay a median of $19/hour, ranging from $16 to $26/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.
Yes — well-designed chat-only roles never ask you to take voice calls. We tag every listing with whether phone work is required and only list this category page jobs where chat or email is the sole channel. A small subset of listings labeled "omnichannel" expect occasional phone backup; those are filed under customer service, not here.
Most ask for 40–50 WPM minimum, with 95%+ accuracy. Tools like Intercom, Zendesk, and Help Scout auto-suggest replies and offer canned-response macros, so practical chat speed feels lower than raw typing. Email roles are slower (one well-crafted reply every 5–8 minutes) and weight clarity over speed.