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Insurance Agent Apprentice Jobs in Massachusetts

Liberty Mutual

Comparion Apprenticeship

Springfield, MA · On-site

$24/hr

As an apprentice, you will build foundational knowledge of insurance products, develop consultative ... Clear pathway to a full-time Sales Agent role upon successful completion Qualifications ...

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Infographic showing various Insurance Agent Apprentice job openings in Massachusetts as of September 2026, with employment types broken down into 1% As Needed, 72% Full Time, 23% Part Time, and 4% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution.

Comparion Apprenticeship

Springfield, MA • On-site

Comparion Insurance Agency
Insurance Services
Learn more about Comparion Insurance Agencyexternal

$24/hr

Other

Re-posted 14 days ago

Key responsibilities

  • Learn and develop knowledge of auto, home, life, and specialty insurance products

  • Support quoting, proposal development, and new business processing

  • Assist with prospecting, outreach, and lead generation activities

Job description

Description
Description
Comparion Insurance Agency, a Liberty Mutual company, is seeking motivated and career-driven individuals to join our Insurance Sales Apprenticeship Program. This is a structured, 6-month, hands-on development program designed to prepare participants for a successful career in insurance sales.
As an apprentice, you will build foundational knowledge of insurance products, develop consultative sales skills, and gain real-world experience working alongside Sales Managers and Agents. Successful completion of the program is intended to lead to a full-time, benefits-eligible Sales Agent position featuring a competitive base salary, robust uncapped commission structure, bonus opportunities & revenue-sharing potential!
Compensation: $24/hour
Employment Type: Temporary (6 months)
Benefits: Not eligible
What You'll Do
  • Learn and develop knowledge of auto, home, life, and specialty insurance products
  • Obtain required insurance licenses (company-supported)
  • Shadow and partner with Sales Managers and Sales Agents
  • Conduct customer needs analyses to identify coverage opportunities
  • Assist with prospecting, outreach, and lead generation activities
  • Support quoting, proposal development, and new business processing
  • Build relationships with prospective and existing clients
  • Utilize CRM tools (e.g., Salesforce) to manage customer interactions and pipeline activity
  • Participate in community events and networking to promote the Comparion brand
  • Develop and execute prospecting and Centers of Influence (COI) strategies

Program Structure
Throughout the apprenticeship, participants will progress through:
  • Foundation Building: Licensing, product knowledge, systems training
  • Sales Development: Customer conversations, needs-based selling, closing support
  • Business Development: Prospecting, networking, and pipeline management

What We Offer
  • Paid, hands-on training and licensing support
  • Real-world sales experience in a consultative environment
  • Mentorship from experienced sales professionals
  • Exposure to multiple carriers and product offerings
  • Clear pathway to a full-time Sales Agent role upon successful completion

External Qualifications
Qualifications
Required Skills & Traits:
  • Self-motivated with a strong interest in sales and career growth
  • Strong interpersonal and relationship-building skills
  • Effective written and verbal communication skills
  • Organizational and time management abilities
  • Ability to learn new systems and technology quickly

Preferred Qualifications:
  • Experience in customer-facing roles (retail, hospitality, service, banking, or sales)
  • Exposure to sales, account management, or business development
  • Interest in consultative selling and relationship management

About Comparion Insurance Agency
Comparion Insurance Agency, a Liberty Mutual company, connects customers with insurance solutions that meet their unique needs. With access to Liberty Mutual products and a broad network of regional and national carriers, Comparion offers personalized coverage options and a consultative customer experience.
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. To learn more about our benefit offerings please visit: https://www.libertymutualgroup.com/about-lm/careers/benefits
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

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