VP, Regional Underwriting Manager Midwest (Core Middle Market)

Use the Apply button above to submit your application directly to CNA Insurance. Most applications take less than 5 minutes if your resume and contact details are ready, and you'll be routed to the employer's official application system to finish.

This position is based in Chicago. CNA Insurance has not indicated remote or hybrid options for this role, so candidates should plan for on-site work.

CNA Insurance has not disclosed a salary range in this posting. Many employers share specifics later in the interview process; you can also ask during a recruiter screen if compensation transparency is important to you.

This role was posted on July 15, 2026 (5 days ago). It's still listed as actively hiring; we re-confirm openings against the source system multiple times per day and remove closed roles.