Territory Sales Representative

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 aterritory 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: Northwest Wisconsin, covering Wausau, Eau Claire, Hudson, Superior and surrounding communities.

Home office location: Must live within the assigned territory; a central location within the territory is preferred.

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 3-4 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.
  • 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

Physical requirements and working conditions

The physical requirements and working conditions listed below are representative of those required on the job. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential duties and responsibilities.

  • May require lifting < 25 lbs.
  • Ability to work outdoors, including ability to tolerate extreme weather conditions.
  • Involves frequent driving.

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.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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