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Freeway Insurance Jobs in Wisconsin (NOW HIRING)

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Freeway Insurance information

See Wisconsin salary details

$31.3K

$58.7K

$87.3K

How much do freeway insurance jobs pay per year?

As of Jun 16, 2026, the average yearly pay for freeway insurance in Wisconsin is $58,742.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,400.00 and $67,100.00 per year, depending on experience, location, and employer.

What position in insurance pays the most?

In the insurance industry, executive roles such as Chief Executive Officer (CEO), Chief Financial Officer (CFO), and Chief Underwriting Officer tend to have the highest salaries. These positions require extensive experience, leadership skills, and often advanced degrees or certifications, and they oversee company strategy, financial performance, and risk management.

What are some typical challenges faced by insurance agents at Freeway Insurance, and how can new hires best overcome them?

Insurance agents at Freeway Insurance often encounter challenges such as meeting sales targets, navigating a diverse range of insurance products, and building trust with clients from various backgrounds. New hires can overcome these obstacles by leveraging the company’s comprehensive training programs, actively seeking mentorship from experienced colleagues, and staying up-to-date with product offerings and regulatory changes. Developing strong communication skills and a customer-focused approach will also help agents establish lasting relationships and succeed in a fast-paced, goal-driven environment.

What jobs pay 2000 a day?

High-paying jobs that can reach $2,000 a day typically include roles such as specialized surgeons, anesthesiologists, corporate lawyers, and certain high-level consultants or traders. These positions often require advanced education, extensive experience, and sometimes certification or licensing, and they may involve high-stakes environments or freelance work with significant expertise.

What is the difference between Freeway Insurance vs Insurance Agent?

AspectFreeway InsuranceInsurance Agent
CredentialsLicensing required in most statesLicensing required in most states
Work EnvironmentCorporate office or remoteIndependent or agency-based
Employer & Industry UsageInsurance companies and brokeragesIndependent agents or agencies representing multiple insurers

While Freeway Insurance is a specific insurance provider offering coverage options, an Insurance Agent is a licensed professional who sells policies from various insurers, including Freeway Insurance. Both roles require licensing, but Freeway Insurance is a company, whereas an Insurance Agent can work independently or for multiple companies.

Why do so many insurance agents quit?

Insurance agents often leave the profession due to high competition, fluctuating commissions, and the pressure to meet sales targets. Job satisfaction can also be affected by the need for ongoing training, building client relationships, and managing a variable income stream.

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

To thrive as an Insurance Agent at Freeway Insurance, you need a solid understanding of insurance products, strong sales abilities, and often a state insurance license. Familiarity with customer relationship management (CRM) software, quoting systems, and digital communication tools is typically required. Excellent interpersonal skills, active listening, and problem-solving abilities help agents build trust and tailor solutions for clients. These skills ensure agents can effectively meet customer needs, drive sales, and maintain regulatory compliance in a competitive market.

What is Freeway Insurance and what services do they provide?

Freeway Insurance is a company that specializes in providing a variety of insurance products, including auto, home, renters, motorcycle, and commercial insurance. They are known for helping customers find affordable insurance policies by comparing rates from multiple carriers. Freeway Insurance also offers services for customers with all types of driving records and can assist with SR-22 filings and non-standard insurance needs. Their goal is to make insurance accessible and affordable for everyone, regardless of their circumstances.

Is working at Freeway Insurance good?

Working at Freeway Insurance as an insurance agent or staff member involves customer service, sales, and administrative tasks. Employees often report a fast-paced environment with opportunities for commission-based earnings and career growth, but experiences can vary based on location and role. It is important to consider the specific position and work environment when evaluating job satisfaction.
What are popular job titles related to Freeway Insurance jobs in Wisconsin? For Freeway Insurance jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Freeway Insurance jobs in Wisconsin look for? The top searched job categories for Freeway Insurance jobs in Wisconsin are:
What cities in Wisconsin are hiring for Freeway Insurance jobs? Cities in Wisconsin with the most Freeway Insurance job openings:
Freeway Insurance jobs near you

Insurance Sales Agent - Customer Service

Freeway Insurance

Milwaukee, WI

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 12 days ago

Freeway Insurance rating

8.0

Company rating: 8.0 out of 10

Based on 10 frontline employees who took The Breakroom Quiz

146th of 261 rated insurance

Job description

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

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

CBU

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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Hours and flexibility

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