High Paying Insurance Underwriter Jobs Chief Underwriter. Salary range: $100,000-$182,500 per year. ... Underwriting Director. Salary range: $87,000-$174,000 per year. ... Underwriting Manager. Salary range: $92,000-$125,500 per year. ... Casualty Underwriter. ... Group Underwriter. ... Property Underwriter. ... Field Underwriter. ... Production Underwriter. More items...