Updated June 25, 2026 · Insurance + manufacturing-adjacent admin + Northwestern Mutual HQ.
Cushy WFH admin & clerical roles open to applicants based in Milwaukee, WI.
Most cushy admin & clerical jobs are fully remote and US-eligible, so applicants in Milwaukee, WI qualify for the same listings as anywhere else in the country. We surface listings here that specifically prefer or list Milwaukee, WI in their applicant criteria, plus the broader US-remote pool.
Milwaukee is anchored by Northwestern Mutual headquarters with extensive remote financial-services customer service and admin hiring. Aurora Health Care and Froedtert Health drive healthcare admin remote work. Manufacturing-adjacent remote admin at Rockwell Automation and Harley-Davidson. Wisconsin state income tax is moderate; Milwaukee cost-of-living is below national average.
24 verified admin & clerical listings open to Milwaukee, WI applicants
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Timeline Optimization Group · Various
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Jacoby & Meyers Accident & Injury Lawyers · Various
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Careers In Travel | Destination Planners · 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 Milwaukee, WI explicitly when employers list it as a preferred or eligible location.
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.