Underwriting Associate Manager

Underwriting Associate Manager

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The Associate Manager, Progressive’s Fleet & Specialty Underwriting is responsible for leading the day-to-day operations of a workers’ compensation underwriting team focused on the transportation industry. This role requires prior experience underwriting both guaranteed cost and loss sensitive workers’ compensation accounts, and candidates should bring a strong understanding of risk selection, pricing, and portfolio management within these products.

As an associate underwriting manager, you’ll manage a team of underwriters while effectively underwriting and managing a large book of Commercial Auto accounts. You’ll be responsible for the profitability and development within assigned states and regions. Additionally, you’ll handle ongoing coaching and training within your team and ensure a culture of continuous improvement and personal employee growth.

Minimum qualifications

• High school diploma/GED equivalent or higher and a minimum of eight years of underwriting experience
• {OR} Bachelor's degree or higher and a minimum of five years of underwriting experience

Preferred Skills/Experience

• 3+ years of experience with guaranteed cost and loss sensitive workers’ compensation accounts.
• 4+ years of experience leading at an insurance carrier or agency

Compensation

• $89,600 - $119,500/year
• Gainshare annual cash incentive payment up to 30% of your eligible earnings based on company performance

Benefits

• 401(k) with dollar-for-dollar company match up to 6%

• Medical, dental & vision, including free preventative care

• Wellness & mental health programs

• Health care flexible spending accounts, health savings accounts, & life insurance

• Paid time off, including volunteer time off

• Paid & unpaid sick leave where applicable, as well as short & long-term disability

• Parental & family leave; military leave & pay

• Diverse, inclusive & welcoming culture with Employee Resource Groups

• Career development & tuition assistance

• Energage recognizes Progressive as a 2026 Top Workplace for: Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership.

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