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Freeway Insurance Services

63 Freeway Insurance Insurance Sales Agent Jobs Hiring Near You

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Freeway Insurance Services Jobs Information

Do workers at Freeway Insurance get paid breaks?

Sometimes. Only some people get paid breaks.
58% of people say they don’t get paid breaks.
Based on data from 12 people who took the Breakroom Quiz between May 2025 and July 2026.

Does Freeway Insurance pay people when they’re sick?

Sometimes. Only some people get paid when they’re sick.
42% of people say they wouldn’t get paid if they were sick but scheduled to work.
Based on data from 12 people who took the Breakroom Quiz between May 2025 and July 2026.

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

Only some people have separate paid time off for sick days and vacation.
36% of people say they have to use vacation days when they’re out sick.
Based on data from 11 people who took the Breakroom Quiz between May 2025 and July 2026.

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

Most people say the health insurance costs are okay.
83% of people say the health insurance costs are okay
Based on data from 6 people who took the Breakroom Quiz between May 2025 and January 2026.

Do people get paid time off at Freeway Insurance?

Most people get paid time off work.
100% of people say they get paid time off.
Based on data from 11 people who took the Breakroom Quiz between May 2025 and July 2026.

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

Most people find it easy to get time off.
82% of people report it’s easy to get time off.
Based on data from 11 people who took the Breakroom Quiz between May 2025 and July 2026.

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

Most people find it easy to take sick days.
83% of people report that it’s easy to take time off if they are sick.
Based on data from 12 people who took the Breakroom Quiz between May 2025 and July 2026.

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

Most parents and caregivers say this is a good place to work.
100% of people who care for a child or other relative report this is a good place to work.
Based on data from 5 people who took the Breakroom Quiz between September 2025 and December 2025.

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

Most people feel treated with respect by their managers.
91% of people say they’re treated with respect by their managers.
Based on data from 11 people who took the Breakroom Quiz between May 2025 and July 2026.

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

Most people get breaks without interruption.
100% of people report that they get to take their breaks without interruption.
Based on data from 10 people who took the Breakroom Quiz between May 2025 and July 2026.

Is it stressful to work at Freeway Insurance?

Some people feel stressed here.
64% of people say they often feel stressed at work.
Based on data from 11 people who took the Breakroom Quiz between May 2025 and July 2026.

Do people at Freeway Insurance enjoy their jobs?

Most people enjoy their job.
82% of people report they enjoy their job.
Based on data from 11 people who took the Breakroom Quiz between May 2025 and July 2026.

Do people at Freeway Insurance recommend working with their team?

Most people recommend working with their team.
67% of people report that they would recommend working with their immediate team to a friend.
Based on data from 12 people who took the Breakroom Quiz between May 2025 and July 2026.

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

Most people got enough training when they started.
67% of people report they got enough training when they started working here.
Based on data from 12 people who took the Breakroom Quiz between May 2025 and July 2026.

Do people get support to advance at Freeway Insurance?

Most people are given support to advance their career here.
In the last year, 75% of people report being given support to advance their career here.
Based on data from 12 people who took the Breakroom Quiz between May 2025 and July 2026.

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

Most people think headquarters doesn’t understand what’s happening where they work.
82% of people think that this employer’s headquarters or owners don’t have a good understanding of what’s really happening where they work.
Based on data from 11 people who took the Breakroom Quiz between May 2025 and July 2026.

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

Most people feel well informed about how the company is doing.
73% of people feel that they are kept well informed about how the company is doing as a whole.
Based on data from 11 people who took the Breakroom Quiz between May 2025 and July 2026.

What other companies are hiring for Insurance Sales Agent jobs?

What are the most popular jobs at Freeway Insurance?

Infographic showing various Insurance Sales Agent job openings at Freeway Insurance in the United States as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Physical job distribution.

Insurance Sales Agent - Customer Service

Freeway Insurance

Chicago, IL • On-site

$16 - $18/hr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 19 hours ago

Freeway Insurance rating

8.2

Company rating: 8.2 out of 10

Based on 12 frontline employees who took The Breakroom Quiz

147th of 315 rated insurance

Job description

Sign-On Bonus Opportunity of up to $1,000*

Pay Range:

$16 - $18 / hour

Our Perks:

  • Unlimited/Uncapped commission
  • Lucrative incentive sales plans, bonuses and sales contests
  • No Cold Calling- We have a high volume of inbound sales leads and walk in traffic
  • Comprehensive paid training and licensing with continuous on-going training and mentorship
  • Recognition culture
  • Comprehensive Benefits package including medical, dental, vision and life insurance
  • Retirement Plan: A 401K plan with a percentage of company-matched contributions
  • Fitness: We reimburse up to $15 a month to an employee for their gym
  • Employee Assistance Program: Confidential assistance to you or anyone in your household who is experiencing personal or professional problems — at no cost
  • Extra Perks: Access to disability, hospital indemnity, health advocate program, universal life, critical illness, and accident insurance plans. We even offer pet insurance

Our Company:

Confie and its family of companies - Freeway, Baja, Bluefire & others - is one of the largest privately held insurance brokers in the United States and has been ranked the #1 Personal Lines Leader by the Insurance Journal for the seventh straight year!. With over 800 retail store locations to choose from nationwide, we encourage you to take your career and income potential to new heights! We are proactively looking for bright, talented, and motivated individuals who are goal oriented and excited for career advancement. Come Grow With Us!

What You Will Do:

As an Insurance Agent you will be responsible primarily for the sale of nonstandard auto insurance to new and existing customers.

  • Solicit new business and maintain current business levels in order to achieve or exceed sales production goals.
  • Expand business by proactively building relationships with existing customers to meet the agreed upon production goals.
  • Accurate accounting of all currency transactions as well as timely delivery of deposits to the bank with scanned documentation in agency management system.
  • Connects very quickly; builds and leverages client relationships. Ability to educate and advise the customer on which products best fit their needs

The Perfect Match:

  • Personal Lines or Property and Casualty license preferred (but not required)
  • Bilingual in English and Spanish preferred
  • Sales or customer service experience
  • High School Diploma or GED
  • Ability to build relationships with sales customers
  • Excellent follow-up and multi-tasking skills
  • Ambitious professional motivated by opportunity for advancement
  • Excellent written and verbal communication skills

Insurance Sales
Insurance Agent
Hiring Immediately
Freeway Auto Insurance

As permitted by applicable law and from time-to-time, Confie may use a computer system that has elements of artificial intelligence to help make decisions about your employment, including recruitment, hiring, renewal of employment, or the terms and conditions of your employment. Employees with questions about Confie’s use of these computer systems should contact Human Resources at employeerelations@confie.com

What Freeway Insurance employees say

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