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Freelance Insurance Sales Trainer Jobs in Appleton, WI

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Freelance Insurance Sales Trainer information

See Appleton, WI salary details

$22.9K

$66.9K

$120.5K

How much do freelance insurance sales trainer jobs pay per year?

As of Aug 14, 2026, the average yearly pay for freelance insurance sales trainer in Appleton, WI is $66,942.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,800.00 and $78,100.00 per year, depending on experience, location, and employer.

What is a freelance insurance sales trainer?

A Freelance Insurance Sales Trainer is a professional who provides training and coaching to insurance sales teams or individuals on a contract or independent basis. They design and deliver programs to improve sales techniques, product knowledge, compliance, and customer service skills within the insurance industry. Unlike full-time trainers employed by one company, freelance trainers typically work with multiple clients and may specialize in specific types of insurance or training methods. Their goal is to help agents and brokers achieve better sales results and stay up-to-date with industry trends.

What are the key skills and qualifications needed to thrive as a freelance insurance sales trainer?

To thrive as a Freelance Insurance Sales Trainer, you need in-depth insurance industry knowledge, proven sales expertise, and experience in adult education or training, often supported by relevant certifications such as Certified Insurance Counselor (CIC) or Certified Professional in Learning and Performance (CPLP). Familiarity with learning management systems (LMS), virtual training platforms, and presentation software is typically required. Outstanding communication, adaptability, and motivational skills help you engage diverse learners and tailor content effectively. These capabilities are vital for equipping insurance sales teams with the practical skills and confidence needed to succeed in a competitive market.

Can I do insurance sales as a side hustle?

As a freelance insurance sales trainer, you can pursue insurance sales as a side hustle if you have the necessary licenses and certifications. Many agents work part-time to supplement their income, often leveraging skills in sales, communication, and product knowledge. However, compliance with licensing requirements and company policies is essential when working outside full-time employment.

How does a freelance insurance sales trainer typically structure their training sessions to address diverse learning needs within an agency?

Freelance Insurance Sales Trainers often tailor their sessions by combining interactive workshops, role-playing scenarios, and practical case studies to accommodate various learning styles within an agency. They usually begin with an assessment of the team's experience levels and specific goals, then adapt content to ensure both new and experienced agents find value. Trainers frequently incorporate real-life examples and encourage group discussions to foster engagement and retention. This flexible approach helps address the unique challenges and regulatory requirements faced by different agencies.

What is the difference between Freelance Insurance Sales Trainer vs Insurance Sales Representative?

AspectFreelance Insurance Sales TrainerInsurance Sales Representative
CredentialsIndustry certifications, sales training experienceInsurance licenses, sales experience
Work EnvironmentSelf-employed, remote or client sitesEmployer offices, retail locations, or remote
Employer & Industry UsageContract basis, training firms, insurance companiesInsurance agencies, brokerages, direct sales
Search & Comparison IntentTraining, coaching, freelance opportunitiesSales jobs, insurance careers

While both roles involve insurance sales, a Freelance Insurance Sales Trainer focuses on educating and training others in sales techniques, often working independently or with training firms. An Insurance Sales Representative actively sells insurance policies directly to clients, typically employed by an insurance company or agency. The key difference lies in their primary responsibilities: training versus direct sales.

What are popular job titles related to Freelance Insurance Sales Trainer jobs in Appleton, WI?

For Freelance Insurance Sales Trainer jobs in Appleton, WI, the most frequently searched job titles are:

What job categories do people searching Freelance Insurance Sales Trainer jobs in Appleton, WI look for?

The top searched job categories for Freelance Insurance Sales Trainer jobs in Appleton, WI are:

Infographic showing various Freelance Insurance Sales Trainer job openings in Appleton, WI as of June 2026, with employment types broken down into 80% Full Time, 19% Part Time, and 1% Temporary. Highlights an 73% Physical, 2% Hybrid, and 25% Remote job distribution, with an average salary of $66,942 per year, or $32.2 per hour.

$46K - $70K/yr

Full-time

Posted 10 days ago


Job description

Schedule: Full-Time
Salary Range: USD $46000.00 - $70000.00
Job Category: Sales - Comparion
Description

We are looking for an Insurance Sales Associate to join our team in our Appleton, Wisconsin office. This is not a remote position.

We're Hiring Immediately!

As an Insurance Sales Associate, you will work alongside with and support a Comparion Insurance Sales Agent in profitable growth through new business sales and customer retention. Your ability to listen and empathize are key in being the initial contact for our customers. Success in this role will require building a strong local network and in-person relationship in the community.

Working for Comparion Insurance Agency, a Liberty Mutual company, means working for a company that's committed to advancing an inclusive environment. We do that through leadership development programs aimed at advancing, engaging, and retaining under-represented talent and our Employee Resource Groups, which strengthen our inclusive workplace, enhance personal development, and provide ways for employees to connect, learn and engage.

Ready to find out what it means to work for an agency that is backed by Liberty Mutual-a Fortune 100 company that's committed to putting people first, acting responsibly and making things better?

Responsibilities:

  • Utilize consultative sales techniques to prospect and initiate new business sales.
  • Assists in the processing of new business, including contacting customers to finalize sales and service transactions.
  • Identifies cross selling opportunities for Sales Agent.
  • Contributes to and executes a marketing plan with the Sales Agent.
  • Identifies mass marketing prospects through existing book of business and community prospecting opportunities.
  • Meet monthly goals for new business sales.
  • Completes follow-ups on new policies in order to keep retention level high and capitalize cross-selling opportunities.
  • Coordinates activities with other departments to ensure quality customer service
  • Acts as initial contact in addressing customer concerns regarding establishment of policies and new account status.
  • Unlicensed candidates will be enrolled in a new hire training class once they begin working for Comparion. The training includes a licensing training program in which Comparion covers the cost of training materials and exam fees.
Qualifications
  • High School Degree
  • 1-2 years of relevant sales experience preferred
  • Exceptional written and verbal communication skills
  • Ability to handle common objections and educate customers in a consultative manner
  • Demonstrated self-starter, motivated to learn and grow in a professional sales organization
  • Professional business acumen, strong presence and confidence
  • Resourceful team player that can contribute and accept new ideas
  • A state insurance license-or willingness to earn one with training and support-in Property & Casualty, and Life
About Us

Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.
At Liberty Mutual, our goal is to create a workplace where everyone feels valued, supported, and can thrive. We build an environment that welcomes a wide range of perspectives and experiences, with inclusion embedded in every aspect of our culture and reflected in everyday interactions. This comes to life through comprehensive benefits, workplace flexibility, professional development opportunities, and a host of opportunities provided through our Employee Resource Groups. Each employee plays a role in creating our inclusive culture, which supports every individual to do their best work. Together, we cultivate a community where everyone can make a meaningful impact for our business, our customers, and the communities we serve.
We value your hard work, integrity and commitment to make things better, and we put people first by offering you benefits that support your life and well-being.
Liberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.
Fair Chance Notices

  • California
  • Los Angeles Incorporated
  • Los Angeles Unincorporated
  • Philadelphia
  • San Francisco

Employment Type: Full Time