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Senior Territory Sales Representative Commercial-Fleet

Job in Baltimore, Anne Arundel County, Maryland, 21276, USA
Listing for: Progressive Insurance
Full Time position
Listed on 2026-02-12
Job specializations:
  • Sales
    Insurance Sales
  • Insurance
    Insurance Sales
Salary/Wage Range or Industry Benchmark: 100000 - 113000 USD Yearly USD 100000.00 113000.00 YEAR
Job Description & How to Apply Below

Territory Sales Representative Senior

Progressive is dedicated to helping employees move forward and live fully in their careers. Your journey has already begun. Apply today and take the first step to Destination:
Progress.

As a territory sales representative senior 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 provide sales and marketing support with insureds and prospective insureds.

In addition, provide assistance with collaboration between the agency, underwriting and claims teams.

This role will require you to obtain a Property & Casualty insurance producer license within 90 days of starting position.

Territory
: PA, NJ, NY, DE, WV, VA, and the New England states

Home office location
:
Philadelphia, PA;
Baltimore, MD;
Newark, NJ or surrounding communities

Travel Requirements
:
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 (approximately 50%-70%). Additional overnight travel may take place for conferences, special events or team meeting.

Interview Process

Our interview process for this position will include at least one in-person interview, if you advance after the phone interview.

Must-Have 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.
  • This position requires compliance with Progressive's driving standards and/or policy.
  • This position requires a valid driver's license and auto insurance.
Preferred Skills
  • 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 fleet trucking industry.
  • Licensed Property & Casualty insurance producer.
  • Insurance industry certifications (ARM, CIC, CPCU, TRIP, TRS).
  • Ability to use formal and informal networks to accomplish goals.
Compensation
  • $100,000- $113,000/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 2025 Top Workplace for:
Innovation, Purposes & Values, Work-Life Flexibility, Compensation & Benefits, and Leadership.

Equal Opportunity Employer

For ideas about how you might be able to protect yourself from job scams, visit our scam-awareness page at

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Position Requirements
10+ Years work experience
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