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37 Progressive Insurance Insurance Sales Agent Jobs Hiring Near You

Progressive

Territory Sales Representative

Columbia, MO · Remote

$90K - $105K/yr

You'll tailor your agent meetings to create opportunities to benefit both Progressive and the ... This position requires a valid driver's license and auto insurance. Preferred skills * Outside ...

Progressive

Territory Sales Representative

Greenville, SC · Remote

$90K - $105K/yr

You'll tailor your agent meetings to create opportunities to benefit both Progressive and the ... This position requires a valid driver's license and auto insurance. Preferred skills * Outside ...

Progressive

Territory Sales Representative

Wausau, WI · Remote

$90K - $105K/yr

You'll tailor your agent meetings to create opportunities to benefit both Progressive and the ... This position requires a valid driver's license and auto insurance. Preferred skills * Outside ...

Progressive

Territory Sales Representative

Dallas, TX · Hybrid

$90K - $105K/yr

You'll tailor your agent meetings to create opportunities to benefit both Progressive and the ... This position requires a valid driver's license and auto insurance. Preferred skills * Outside ...

Progressive

Territory Sales Representative

Fort Worth, TX · Hybrid

$90K - $105K/yr

You'll tailor your agent meetings to create opportunities to benefit both Progressive and the ... This position requires a valid driver's license and auto insurance. Preferred skills * Outside ...

Progressive

Territory Sales Representative

Bedford, NH · Hybrid

$105K/yr

You'll tailor your agent meetings to create opportunities to benefit both Progressive and the ... This position requires a valid driver's license and auto insurance. Preferred skills * Outside ...

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Progressive Jobs Information

What are the key skills and qualifications needed to thrive as an Insurance Sales Agent, and why are they important?

To thrive as an Insurance Sales Agent, you need strong sales acumen, product knowledge, and typically a state-issued insurance license. Familiarity with customer relationship management (CRM) software and quoting systems is often required. Excellent interpersonal skills, active listening, and resilience help agents build trust and maintain client relationships. These skills are crucial for meeting sales targets, ensuring client satisfaction, and sustaining long-term business growth.

What does a typical day look like for an Insurance Sales Agent, and how much of the job involves client interaction versus administrative tasks?

A typical day for an Insurance Sales Agent involves a mix of client interactions, prospecting for new business, and administrative duties. Agents spend a significant portion of their time meeting with clients—either in person, virtually, or over the phone—to understand their insurance needs, explain policy options, and assist with applications. The rest of the day may involve following up with leads, preparing quotes, processing paperwork, and maintaining client records. Strong communication skills and the ability to juggle multiple tasks are essential, as agents frequently collaborate with underwriters and other team members to ensure clients receive suitable coverage.

What does an Insurance Sales Agent do?

An Insurance Sales Agent helps clients choose insurance policies that fit their needs, such as life, health, auto, or home insurance. They explain different types of policies, answer questions about coverage, and assist clients with the application process. Agents also follow up with customers to update or renew policies and may handle claims or refer clients to specialists. Their primary goal is to match customers with the right insurance products and provide ongoing support.

What is the difference between Insurance Sales Agent vs Insurance Broker?

AspectInsurance Sales AgentInsurance Broker
CredentialsLicensing required, varies by stateLicensing required, often more comprehensive
Work EnvironmentWorks for an insurance company or agencyWorks independently or for multiple insurers
Employer & Industry UsageEmployed by insurance companies or agenciesActs as an independent intermediary
Comparison Search IntentUnderstanding sales roles and licensingLooking for independent insurance options

Insurance Sales Agents typically work for a specific insurance company, selling their products and requiring licensing. Insurance Brokers operate independently, representing clients and comparing policies across multiple insurers. Both roles require licensing, but brokers often have broader access to various insurance options, making them suitable for clients seeking personalized coverage.

Do workers at Progressive Insurance get paid breaks?

Yes. Most people get paid breaks.
73% of people say they get paid breaks.
Based on data from 62 people who took the Breakroom Quiz between December 2025 and May 2026.

Does Progressive Insurance pay people when they’re sick?

Yes. Most people get paid when they’re sick.
74% of people say they would get paid if they were sick but scheduled to work.
Based on data from 126 people who took the Breakroom Quiz between December 2025 and May 2026.

At Progressive Insurance, are sick days and vacation days separate paid time off?

Sick days and vacation days are used from the same paid time off.
80% of people say they have to use vacation days when they’re out sick.
Based on data from 128 people who took the Breakroom Quiz between December 2025 and May 2026.

Is the health insurance from Progressive Insurance affordable enough for their workers?

Most people say the health insurance costs are okay.
90% of people say the health insurance costs are okay
Based on data from 116 people who took the Breakroom Quiz between December 2025 and May 2026.

Do people get paid time off at Progressive Insurance?

Most people get paid time off work.
99% of people say they get paid time off.
Based on data from 130 people who took the Breakroom Quiz between December 2025 and May 2026.

How far ahead of time do people find out their work schedule?

Only some people find out their schedule four weeks ahead of time.
  • 44% of people with changing schedules find out their shifts one week or less ahead of time.
  • 15% of people with changing schedules find out their shifts two weeks ahead of time.
  • 6% of people with changing schedules find out their shifts three weeks ahead of time.
  • 35% of people with changing schedules find out their shifts four weeks or more ahead of time.

Based on data from 54 people who took the Breakroom Quiz between December 2024 and May 2026.

Do workers at Progressive Insurance worry about hours?

Most people don’t worry about getting enough hours.
97% of people report they don’t worry about getting enough hours.
Based on data from 79 people who took the Breakroom Quiz between May 2025 and May 2026.

Do Progressive Insurance workers get to choose the shifts they work?

Most people get to choose which shifts they work.
68% report that they have enough control over which shifts they work.
Based on data from 56 people who took the Breakroom Quiz between May 2025 and May 2026.

How easy is it for Progressive Insurance workers to change shifts?

Most people find it easy to change shifts.
71% of people report that it’s easy to change shifts if they need to.
Based on data from 59 people who took the Breakroom Quiz between May 2025 and May 2026.

How easy is it to get time off at Progressive Insurance?

Most people find it easy to get time off.
89% of people report it’s easy to get time off.
Based on data from 121 people who took the Breakroom Quiz between December 2025 and May 2026.

Do Progressive Insurance managers change schedules at the last minute?

Most managers don’t change people’s schedules at the last minute.
99% of people say their manager doesn’t change their shift schedule at the last minute.
Based on data from 82 people who took the Breakroom Quiz between May 2025 and May 2026.

Do workers at Progressive Insurance do extra work that they don't get paid for?

Rarely. Most people don’t do unpaid extra work.
93% of people report that they don’t do extra unpaid work.
Based on data from 83 people who took the Breakroom Quiz between May 2025 and May 2026.

How easy is it to take sick days at Progressive Insurance?

Most people find it easy to take sick days.
91% of people report that it’s easy to take time off if they are sick.
Based on data from 127 people who took the Breakroom Quiz between December 2025 and May 2026.

Is a Progressive Insurance job good for students?

Most students say this is a good place to work if you’re studying.
81% of students report this is a good place to work if you’re studying.
Based on data from 26 people who took the Breakroom Quiz between November 2024 and May 2026.

Is working at Progressive Insurance good if you’re a parent or caregiver?

Most parents and caregivers say this is a good place to work.
92% of people who care for a child or other relative report this is a good place to work.
Based on data from 65 people who took the Breakroom Quiz between December 2025 and May 2026.

Do people at Progressive Insurance feel treated with respect by their managers?

Most people feel treated with respect by their managers.
90% of people say they’re treated with respect by their managers.
Based on data from 123 people who took the Breakroom Quiz between December 2025 and May 2026.

Do people at Progressive Insurance get to take their breaks without interruption?

Most people get breaks without interruption.
95% of people report that they get to take their breaks without interruption.
Based on data from 121 people who took the Breakroom Quiz between December 2025 and May 2026.

Is it stressful to work at Progressive Insurance?

Most people feel stressed out here.
67% of people say they often feel stressed out at work.
Based on data from 125 people who took the Breakroom Quiz between December 2025 and May 2026.

Do people at Progressive Insurance enjoy their jobs?

Most people enjoy their job.
75% of people report they enjoy their job.
Based on data from 110 people who took the Breakroom Quiz between December 2025 and May 2026.

Do people at Progressive Insurance recommend working with their team?

Only some people recommend working with their team.
36% of people report that they wouldn’t recommend working with their immediate team to a friend.
Based on data from 130 people who took the Breakroom Quiz between December 2025 and May 2026.

Do people get enough training when they start at Progressive Insurance?

Most people got enough training when they started.
86% of people report they got enough training when they started working here.
Based on data from 128 people who took the Breakroom Quiz between December 2025 and May 2026.

Do people get support to advance at Progressive Insurance?

Most people are given support to advance their career here.
In the last year, 77% of people report being given support to advance their career here.
Based on data from 124 people who took the Breakroom Quiz between December 2025 and May 2026.

Do people think Progressive Insurance’s headquarters understands what’s happening where they work?

Most people think headquarters understands what’s happening where they work.
51% of people think that this employer’s headquarters or owners have a good understanding of what’s really happening where they work.
Based on data from 113 people who took the Breakroom Quiz between December 2025 and May 2026.

Do workers feel well informed about how Progressive Insurance is doing?

Most people feel well informed about how the company is doing.
89% of people feel that they are kept well informed about how the company is doing as a whole.
Based on data from 123 people who took the Breakroom Quiz between December 2025 and May 2026.
What other companies are hiring for Insurance Sales Agent jobs?
What are the most popular jobs at Progressive Insurance?
Senior Territory Sales Representative-Fleet

Senior Territory Sales Representative-Fleet

Progressive Casualty Insurance Company

Baltimore, MD • On-site

$100K - $113K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 6 days ago

Progressive Insurance rating

8.7

Company rating: 8.7 out of 10

Based on 576 frontline employees who took The Breakroom Quiz

62nd of 259 rated insurance

Job description

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 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 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 (minimum of 50%). Additional overnight travel may take place for conferences, special events or team meeting.
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 andor 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, 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 preventativecare
  • 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-termdisability
  • 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.
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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