Updated June 25, 2026 · Northwestern Mutual + American Family Insurance + healthcare admin.
Cushy WFH customer service roles open to applicants based in Wisconsin.
Most cushy customer service jobs are fully remote and US-eligible, so applicants in Wisconsin qualify for the same listings as anywhere else in the country. We surface listings here that specifically prefer or list Wisconsin in their applicant criteria, plus the broader US-remote pool. Wisconsin 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.
Wisconsin's cushy WFH market is anchored by insurance — Northwestern Mutual (Milwaukee HQ) and American Family Insurance (Madison HQ) both run extensive remote financial-services customer service and admin operations. Aurora Health Care and Froedtert Health drive healthcare admin remote hiring, while Kohl's and Rockwell Automation add retail and manufacturing-adjacent admin roles. Wisconsin state income tax is moderate (top rate 7.65%); cost-of-living statewide runs below national average, particularly outside the Milwaukee and Madison metros.
24 verified customer service listings open to Wisconsin applicants
RG&T Solutions · Various
Posted just now · ✓ Verified just now
val's services · Various
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Home Health Focus AI · Various
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Casella Waste Systems, Inc. · Various
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Tactacam · Various
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Concentrix · Business
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DataAnnotation · Various
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Pricebook Digital · Various
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Gilder Search Group · Various
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DataAnnotation · Various
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Akkodis · Various
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Concentrix · Business
Posted just now · ✓ Verified just now
Resonance CX Partners · Various
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TestHiring · Various
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DataAnnotation · Various
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Quince · Various
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Mosaic Talent Consulting · Various
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Department of Veterans Affairs · Various
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Brenmar Associates · Various
Posted 7 days ago · ✓ Verified just now
Concentrix · Business
Posted just now · ✓ Verified just now
Destinee Travel · Various
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Cyber Focus AI · Various
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DataAnnotation · Various
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Concentrix · Business
Posted just now · ✓ Verified just now
Verified listings in this category pay a median of $18/hour, ranging from $15 to $27/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 Wisconsin explicitly when employers list it as a preferred or eligible location.
No — most cushy WFH listings are open to all 50 states. Listings tagged "Wisconsin" usually mean the employer prefers Wisconsin residents (sometimes for tax/payroll reasons) but will still hire from neighboring states. Check each posting.
Based on 1,438 verified listings on Cushy Jobs, remote customer service roles pay a median of $18/hour, ranging from $15 to $27/hour. Healthcare and insurance customer service tend to pay $1–3/hour above average.
No — about 31% of the listings we track explicitly say no prior experience is required. Most BPOs (Concentrix, TTEC, Sutherland) provide 2–4 weeks of paid training before you take live calls.