Territory Sales Representative

Toledo, Ohio, United States March 20, 2026 Jobvite

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, you’ll be the face of Progressive for independent agencies. In this role, you’ll meet with agents in your assigned territory to influence and advocate for increased utilization of Progressive’s products and services. You’ll tailor your agent meetings to create opportunities to benefit both Progressive and the agency. As an account sales representative, you’ll manage the quality of the book of business and overcome objections to drive profitable growth within your territory. By becoming a trusted partner, you’ll learn the agency’s goals and how our products fit into those goals. You’ll be provided a company vehicle, phone, laptop, and company credit card.

Territory: Toledo, Bryan, Van Wert, Norwalk, OH, and surrounding communities. 
 
Home office location:  Toledo, OH or surrounding communities
 

Travel Requirements: Candidates must be able to occasionally travel to and meet with all agencies within this geographic area. Overnight travel will be required within the territory (approximately two times per month).  Additional overnights may take place for agent meetings/conferences or team meetings outside of the assigned territory. In addition, overnight travel will be required to attend training in either Ohio or Florida.

*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 six years outside business to business sales experience or territory management experience.
  • {OR} Bachelor's degree or higher and a minimum of three 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
  • Ability to manage work and weekly schedule independently and efficiently– prior experience in a field-based role
  • Ability to use formal and informal networks to accomplish goals and review data sources
  • Proficient in Microsoft Office (i.e., Word, Excel, and PowerPoint)
  • Experience with a sales or customer relationship management tool (i.e., Salesforce)

Compensation 

  • $90,000-$105,000/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

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 (e.g., F-1 CPT, OPT, or STEM OPT, H-1B, O-1, E-3, TN) statuses for this role.

For ideas about how you might be able to protect yourself from job scams, visit our scam-awareness page at https://careers.progressive.com/pages/how-we-hire-faq-job-scams/

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How to Get Hired at Progressive Insurance

  • Apply through careers.progressive.com — Progressive's career portal powered by Jobvite. Create a profile, join the Talent Network for job alerts, and ensure your resume is attached before submitting. The system auto-populates application fields from your uploaded resume.
  • Prepare for the Progressive Pre-Employment Assessment — a 50-minute evaluation with cognitive reasoning, personality assessment (100 questions on a 6-point scale), and role-specific skills testing. You have six days to complete it after receiving the invitation. Results are valid for two years; retakes are available after six months if you do not qualify.
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