Senior Territory Sales Representative-Fleet
Listed on 2026-07-01
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Sales
Outside Sales
Senior Territory Sales Representative – Progressive Fleet & Specialty Programs
As a senior territory sales representative for Progressive Fleet & Specialty programs, you’ll focus on commercial mid and large fleet insurance product offerings. In this role, you’ll manage agencies within a specific geographic region to support premium growth and the overall sales process. You’ll develop relationships with agency leaders and production staff, provide in-person education on fleet products and sales and marketing support with insureds and prospective insureds.
In addition, provide assistance with collaboration between the agency, underwriting and claims teams.
PA, NJ, NY, DE, WV, VA, and the New England states
Home Office LocationPhiladelphia, PA;
Baltimore, MD;
Newark, NJ or surrounding communities
Candidates must be able to travel to and meet with all appointed agencies and their respective marketing and production teams within this geographic area. There is overnight travel with this position (minimum of 50%). Additional overnight travel may take place for conferences, special events or team meetings.
Required Qualifications- High School diploma/GED equivalent or higher and a minimum of eight years outside business-to-business sales experience or territory management experience.
- Or Bachelor’s degree or higher and a minimum of five years outside business-to-business sales experience or territory management experience.
- Obtain a Property & Casualty insurance producer license within 90 days of starting position.
- Compliance with Progressive’s driving standards and/or policy.
- Valid driver’s license and auto insurance.
- Outside business-to-business sales experience with a demonstrated ability to advocate, influence, and advance results and business outcomes.
- Outside commercial insurance sales or marketing experience in the fleet trucking industry.
- Licensed Property & Casualty insurance producer.
- Insurance industry certifications (ARM, CIC, TRIP, TRS).
- Ability to use formal and informal networks to accomplish goals.
- $100,000 – $113,000/year
- Gainshare annual cash incentive payment up to 30% of your eligible earnings based on company performance
- 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
- May require lifting.
- Ability to work outdoors, including ability to tolerate extreme weather conditions.
- Involves frequent driving.
Applicants must be authorized to work for any employer in the U.S. without the need or potential need of current or future sponsorship for employment. Progressive does not hire candidates with certain status for this role.
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