Updated June 25, 2026 · Insurance + military-veteran-friendly + healthcare admin growth.
Cushy WFH insurance remote roles open to applicants based in Jacksonville, FL.
Most cushy insurance remote jobs are fully remote and US-eligible, so applicants in Jacksonville, FL qualify for the same listings as anywhere else in the country. We surface listings here that specifically prefer or list Jacksonville, FL in their applicant criteria, plus the broader US-remote pool.
Jacksonville hosts one of the largest insurance remote-operations concentrations in the southeastern US — Florida Blue (Blue Cross Blue Shield of Florida), CSX insurance operations, and major State Farm claims teams all maintain Jacksonville-area remote workforces. The Navy presence drives veteran-friendly hiring at federal contractors and major insurers. Florida no-state-income-tax advantage applies. Cost-of-living is materially below Miami or Orlando.
No insurance remote openings showing for Jacksonville, FL right now — check back soon or set an alert below.
Verified listings in this category pay a median of $24/hour, ranging from $19 to $38/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 Jacksonville, FL explicitly when employers list it as a preferred or eligible location.
For agent / sales roles: yes — typically a state P&C (Property & Casualty) license, sometimes life/health. Most major carriers (Allstate, Progressive, USAA) pay for your study materials, exam fees, and training time as a new hire — you don't pay for licensing yourself.
Licensed claims adjuster pays $24–$36/hr, a notch above general customer service ($19–$26). Both pay above the broader cushy WFH average. Licensed sales agents on commission can exceed $40/hr equivalent in good months but with quota pressure that cushy seekers often want to avoid.