ZipRecruiter

Log In

1

Insurance Apprentice Jobs in Chicago, IL (NOW HIRING)

Four Seasons Heating

Apprentice Plumber

Bridgeview, IL · On-site

$50K - $100K/yr

Apprentice Plumber (Sponsored Apprenticeship Opportunities with Tuition & Schooling Support) Four ... Medical Insurance (employer subsidized) * Accident Insurance * Critical Illness Insurance

Four Seasons Heating

Apprentice Plumber

Hobart, IN · On-site

$100K/yr

Apprentice Plumber (Sponsored Apprenticeship Opportunities with Tuition & Schooling Support) Four ... Medical Insurance (employer subsidized) * Accident Insurance * Critical Illness Insurance

previous page

Showing results 41-60

All JobsInsurance Apprentice JobsInsurance Apprentice Jobs in Chicago, IL

Insurance Apprentice information

See Chicago, IL salary details

$12

$22

$38

How much do insurance apprentice jobs pay per hour?

As of Aug 13, 2026, the average hourly pay for insurance apprentice in Chicago, IL is $22.69, according to ZipRecruiter salary data. Most workers in this role earn between $17.84 and $24.76 per hour, depending on experience, location, and employer.

What is an insurance apprentice?

Insurance Apprentices are entry-level professionals who learn about the insurance industry while working under the guidance of experienced mentors. They typically participate in a structured program that combines on-the-job training with classroom learning, gaining knowledge about various insurance products, policies, regulations, and customer service. The apprenticeship helps individuals develop both technical and soft skills needed for a career in insurance, and often leads to a permanent position upon successful completion.

What are the key skills and qualifications needed to thrive as an insurance apprentice, and why are they important?

To thrive as an Insurance Apprentice, you should have a solid grasp of basic mathematics, attention to detail, and an eagerness to learn about insurance principles, often supported by a high school diploma or equivalent. Familiarity with office software, customer relationship management (CRM) systems, and sometimes basic insurance certification courses are valuable. Strong communication, problem-solving abilities, and a proactive attitude help apprentices build relationships and adapt quickly in the workplace. These skills are essential for accurately handling client information, supporting experienced staff, and developing a successful insurance career.

What types of projects or assignments can an insurance apprentice expect to handle during their training period?

As an Insurance Apprentice, you can expect to be involved in a variety of hands-on assignments such as processing policy applications, assisting with claims investigation, and supporting customer service inquiries. You'll often shadow experienced agents and underwriters to learn about risk assessment and policy quoting. Apprentices also participate in administrative tasks and may help prepare client presentations or reports, providing a broad overview of the insurance business. This practical exposure is designed to build your confidence and understanding of the industry's workflows before taking on more responsibility.

What is the difference between Insurance Apprentice vs Insurance Agent?

AspectInsurance ApprenticeInsurance Agent
Required CredentialsTypically no formal licensing initially; may need to obtain licenses laterMust be licensed in the state to sell insurance
Work EnvironmentTraining programs, office settings, or on-the-job learningClient-facing, sales-focused, often in offices or client locations
Employer & Industry UsageEntry-level role within insurance companies or agenciesLicensed professionals working independently or for agencies
Search & Comparison IntentLearning role, entry-level position, trainingSales, licensing, client interaction

The main difference is that an Insurance Apprentice is an entry-level trainee often in training, while an Insurance Agent is a licensed professional actively selling insurance products. Apprentices typically focus on learning and gaining experience, whereas agents handle client interactions and sales after obtaining necessary licenses.

How to get a job in insurance apprentice with no experience?

To become an insurance apprentice with no experience, focus on developing basic knowledge of insurance principles, customer service skills, and attention to detail. Many programs accept candidates with a high school diploma and provide on-the-job training, so applying to entry-level positions or internships can help you gain relevant experience and certifications such as the Property and Casualty license.
What are the most commonly searched types of Insurance jobs in Chicago, IL? The most popular types of Insurance jobs in Chicago, IL are:
Insurance Apprentice jobs near you
Infographic showing various Insurance Apprentice job openings in Chicago, IL as of June 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $47,187 per year, or $22.7 per hour.

Insurance Sales Apprenticeship

Diana Castaneda-Torres Farmers Insurance

Warrenville, IL • On-site

$45K - $60K/yr

Full-time

Life, PTO

Posted 17 days ago

Job description

We are looking for a motivated, high-energy Insurance Insurance Sales Apprentice to join our team. In this role, you will be the driving force behind new business growth, helping individuals and families protect what matters most. This is a fast-paced, competitive position designed for someone who thrives on building relationships and hitting performance milestones,


The ideal candidate is a persuasive communicator who can navigate complex conversations with ease and turn a "maybe" into a "yes." Whether you are a seasoned sales professional or looking to launch a lucrative career in the insurance industry, we provide the tools and support needed to succeed.


If youre looking for a rewarding career with advancement opportunities, competitive compensation, and a supportive environment, this could be the right fit. No prior insurance experience is required we provide training.


What Were Looking For


Passionate and self-driven mindset

Highly motivated and competitive attitude

Strong verbal and written communication skills

Adaptable and coachable

Desire to build a long-term career



What We Offer


Competitive compensation: Base salary + commission + performance bonuses with unlimited earning potential

Comprehensive training: Hands-on support and mentorship in a collaborative team environment

Career growth: Advancement opportunities within the organization

Flexible schedule: PTO, paid holidays

Additional perks: Professional development opportunities, and modern technology tools



If youre ready to build a rewarding career in insurance with a team invested in your success, apply today.


If youre looking for a rewarding career with strong earning potential, advancement opportunities, and a supportive team environment, this could be the perfect fit. Bilingual candidates (Spanish preferred) are encouraged to apply. No prior insurance experience is required we provide training.


What Were Looking For


Passionate and self-driven mindset

Highly motivated and competitive attitude

Strong verbal and written communication skills

Adaptable and coachable

Desire to build a long-term career


What We Offer:

Competitive compensation: Base salary + commission + performance bonuses with unlimited earning potential

Comprehensive training: Hands-on support and mentorship from an experienced team

Career growth: Advancement opportunities within the organization

Work-life balance: PTO, paid holidays, and flexible scheduling

Additional perks: professional development opportunities, and modern technology tools


If youre ready to build a rewarding career in insurance with a team that supports your success, we encourage you to apply today.


Benefits

Annual Base Salary + Commission + Bonus Opportunities

Paid Time Off (PTO)

Flexible Schedule

Hands on Training

Mon-Fri Schedule

Career Growth Opportunities

Evenings Off


Responsibilities

Key Responsibilities


Develop customized insurance solutions for clients, including Auto, Home, Business, and Life coverage

Build and maintain strong client relationships by serving as a trusted advisor

Conduct risk assessments and provide recommendations tailored to individual client needs

Leverage technology and digital tools to improve efficiency and enhance the client experience

Work toward performance milestones and agency goals tied to bonus opportunities

Collaborate with team members and participate in ongoing training and professional development


Why Join Diana Castaneda-Torres Farmers Insurance Agency?


At Diana Castaneda-Torres Farmers Insurance Agency, we are committed to building long-term client relationships while creating a supportive, flexible workplace for our team. As a Sales Producer, youll join an agency that values collaboration, innovation, and work-life balance, giving you the resources and support needed to succeed professionally.


We foster an inclusive, positive culture where every team member has the opportunity to grow, contribute, and make a meaningful impact. Our environment empowers you to align your career with your personal goals while helping drive the continued success of an agency that prioritizes both its people and its clients.


Requirements

Qualifications


Willingness to learn and obtain required insurance licenses (licensing support provided)

Sales experience or client-facing background preferred

Demonstrated reliability, integrity, and strong ethical standards

Excellent verbal and written communication skills

Enthusiastic, coachable, and goal-oriented mindset

Spanish bilingual preferred


Frequently Asked Questions

What kind of training will I receive?

We provide award-winning training in sales strategies and product knowledge, along with ongoing mentorship to support your success.


Is prior insurance experience required?

No. We offer comprehensive training for candidates new to the insurance industry.


Will I need to be licensed?

Yes. We assist you through the licensing process and provide guidance every step of the way.


Is this a commission-only role?

No. This position includes a base salary plus uncapped commission and performance bonuses.


What can I expect to earn in my first year?

With strong performance, first-year earnings of $70,000+ are achievable through a combination of base pay, commissions, and bonuses.


Ready to grow your sales career? Apply today to join Diana Castaneda-Torres Farmers Insurance Agency.