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Senior Territory Sales Representative-Fleet - Baltimore, MD

VetJobs, Baltimore, MD, USA

Pay: $100,000-$113,000/yr

Job type: Full Time


Job Overview
As a senior territory sales representative for Progressive Fleet & Specialty programs, you’ll focus on commercial mid and large fleet insurance product offerings. 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. Additionally, you will assist collaboration between the agency, underwriting, and claims teams.

Territory & Travel Requirements

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: Must be able to travel to and meet with all appointed agencies and their respective marketing and production teams within this geographic area. Minimum 50% overnight travel; additional travel may occur for conferences, special events, or team meetings.

License Requirement
Obtain a Property & Casualty insurance producer license within 90 days of starting the position.

Eligibility & Qualifications

High school diploma/GED equivalent or higher and a minimum of eight years of business‑to‑business sales experience or territory management experience.

OR a bachelor’s degree or higher and a minimum of five years of business‑to‑business sales experience or territory management experience.

Must have a valid driver’s license and auto insurance.

Compliance with Progressive’s driving standards and policy.

Preferred Skills

Experience in outside business‑to‑business sales with a demonstrated ability to advocate, influence, and advance results.

Experience in commercial insurance sales or marketing in the fleet trucking industry.

Licensed Property & Casualty insurance producer.

Insurance industry certifications such as ARM, CIC, TRIP, or TRS.

Ability to use formal and informal networks to accomplish goals.

Compensation & Benefits

Base salary: $100,000 – $113,000 per year.

Gainshare annual cash incentive up to 30% of 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, and life insurance.

Paid time off, including volunteer time off.

Paid & unpaid sick leave, short & long‑term disability.

Parental & family leave; military leave & pay.

Diverse, inclusive & welcoming culture with Employee Resource Groups.

Career development & tuition assistance.

Veteran & Military Affiliation
Eligible for Veterans, Transitioning Military, National Guard & Reserve Members, Military Spouses, Wounded Warriors, and their caregivers.

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