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Agent Apprentice Jobs in Chicago, IL (NOW HIRING)

... apprenticeship. Beacon Mobility makes hiring decisions based solely on qualifications, merit, and business needs at the time. SCR has been succeeding as an industry leader in the field of ADA ...

... apprenticeship. Beacon Mobility makes hiring decisions based solely on qualifications, merit, and business needs at the time. SCR has been succeeding as an industry leader in the field of ADA ...

... apprenticeship. Beacon Mobility makes hiring decisions based solely on qualifications, merit, and business needs at the time. SCR has been succeeding as an industry leader in the field of ADA ...

UA Associate - Surety

Schaumburg, IL · On-site

$23.80 - $38.94/hr

Demonstrates basic understanding of broker/agent needs and ensures they are met within span of ... Zurich Certified Insurance Apprentice, including Associate Degree and no prior experience in the ...

Then you need to consider being a Store Manager for Russell Cellular, a Premium Wireless Agent for ... training, and apprenticeship. Russell Cellular makes hiring decisions based solely on ...

Act as the employee advocate and change agent and handles conflicts, fostering understanding ... and apprenticeship programs * Develop temporary staffing agency relationships * Safety and ...

Act as the employee advocate and change agent and handles conflicts, fostering understanding ... apprenticeship programs * Develop temporary staffingagency relationships * Safety and incidents ...

Showing results 21-34

Agent Apprentice information

See Chicago, IL salary details

$12

$22

$38

How much do agent apprentice jobs pay per hour?

As of Aug 11, 2026, the average hourly pay for agent 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 are the key skills and qualifications needed to thrive as an agent apprentice, and why are they important?

To thrive as an Agent Apprentice, you need a basic understanding of the industry (such as real estate or insurance), organizational skills, and a high school diploma or equivalent. Familiarity with CRM software, office productivity tools, and sometimes pre-licensing coursework or certifications can be required. Strong communication, attention to detail, and eagerness to learn are soft skills that set top candidates apart. These skills and qualifications are vital for supporting licensed agents effectively and building a foundation for future advancement in the field.

What is an agent apprentice?

An Agent Apprentice is an entry-level professional who works under the supervision of a licensed agent, typically in fields like real estate, insurance, or talent representation. Their role involves learning the industry, assisting with day-to-day tasks, and gaining experience required to become a fully qualified agent. Apprenticeships often include a mix of training, shadowing, and hands-on work to help apprentices develop the necessary skills and knowledge. The position is ideal for individuals looking to start a career as a licensed agent in their chosen field.

What are some common challenges faced by an agent apprentice when transitioning from training to handling real client cases?

As an Agent Apprentice, one of the main challenges when moving from training to real client work is adapting theoretical knowledge to practical scenarios. You'll need to quickly build confidence in your communication and negotiation skills while managing multiple client needs simultaneously. Additionally, learning to prioritize tasks and respond effectively under pressure are key for success. Support from mentors and regular feedback from experienced agents will help you overcome these hurdles and grow into a full-fledged agent.

What is the difference between Agent Apprentice vs Agent Trainee?

AspectAgent ApprenticeAgent Trainee
Required CredentialsHigh school diploma or equivalent; some certifications may be preferredHigh school diploma or equivalent; may require specific licensing depending on industry
Work EnvironmentOn-the-job training, supervised environment, often in insurance, real estate, or travel sectorsTraining programs, classroom instruction, and supervised fieldwork in similar industries
Employer UsageEntry-level position for individuals starting in agency rolesPre-employment training role preparing for full agent licensing or certification

Both roles serve as entry points in agency-related industries, focusing on training and skill development. An Agent Apprentice typically works under supervision to gain practical experience, while an Agent Trainee often participates in structured training programs to prepare for licensing or certification. The main difference lies in the stage of career development and specific training requirements.

What are the most commonly searched types of Agent jobs in Chicago, IL? The most popular types of Agent jobs in Chicago, IL are:
What job categories do people searching Agent Apprentice jobs in Chicago, IL look for? The top searched job categories for Agent Apprentice jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Agent Apprentice jobs? Cities near Chicago, IL with the most Agent Apprentice job openings:

RCIS Crop Field Service Representative - Indiana

Zurich Insurance Company Ltd.

Hammond, IN • On-site

$87K - $117K/yr

Full-time

Re-posted 3 days ago


Job description

RCIS provides insurance and superior services through leading agents to protect America’s farmers and ranchers. It’s been an innovator in crop insurance since the crop insurance business was privatized by the federal government in 1980. Today it’s one of the nation’s largest crop insurance providers, offering risk management protection in all 50 states through a national network of about 4,000 professionally trained and licensed agents.

We are currently looking for a Field Service Representative to handle a book of business with accounts in Indiana. Estimated windshield time is 50%. This is a work from home role with a company car provided. The ideal candidate must live in the territory.  However, we may consider other locations within the region.

In this critical role you will be responsible for but not limited to: 

  • Delivers profitable growth through selling a broad and differentiated suite of solutions in a unified way and manage the existing Crop Insurance portfolio.
  • Develops intimate knowledge of agent’s business model and proposition, and creates a business plan which optimizes identified opportunities that align with our growth strategies
  • Leads and manages holistic agent and customer value propositions to deliver profitable growth.
  • Retain business and grow market share in assigned territory by providing an enhanced customer experience for RCIS agents. 
  • Educate agents on RCIS products and provide consultation on how to more effectively market RCIS products to their customers and grow their business. 
  • Identify new or enhanced products and services that will assist agencies in maintaining and growing their business with RCIS.
  • Identify training needs and take a lead role in training agents on RCIS products and software. Coordinate and present at agent training meetings. 
  • Identify and analyze processing & servicing issues, make recommendations for solutions and collaborate with applicable departments to drive toward resolution. 
  • Ensure that agents are complying with all regulatory requirements related to processing their business, working with other departments to establish quality control processes as needed.
  • Provide subject matter expertise and assist in the development of SOPs as appropriate.

Basic Qualifications:
• Bachelor’s Degree with 6 or more years of experience in the Crop Insurance, sales or market-facing area
OR
• Zurich Certified Insurance Apprentice, including Associates Degree with 6 or more years of experience in the Crop Insurance, sales or market-facing area
OR
• High School Diploma or equivalent with 8 or more years of experience in the insurance sales or market-facing area
AND
• Experience building and managing relationships externally and internally and meeting sales, retention and profitability goals
• Experience identifying business trends, changes in market conditions and competitor activity

Preferred Qualifications:
• Experience in Crop Insurance
• Ability to execute effective sales strategies

• Market and distribution experience in the insurance industry
• Strong understanding of insurance industry from a market and underwriting perspective
• Strong verbal and written communication skills 

Your pay at Zurich is based on your role, location, skills, and experience. We follow local laws to ensure fair compensation. You may also be eligible for bonuses and merit increases. If your expectations are above the listed range, we still encourage you to apply—your unique background matters to us.

The combined salary range for this positionis between $87,200 and $117,000, with short-term incentive bonus eligibility set between 10% to 15%.

We offer competitive pay and comprehensive benefits for employees and their families. [Learn more about Total Rewards here.]

 

Why Zurich?

At Zurich, we value your ideas and experience. We offer growth, inclusion, and a supportive environment—so you can help shape the future of insurance. Zurich North America is a leader in risk management, with over 150 years of expertise and coverage across 25+ industries, including 90% of the Fortune 500®.

Join us for a brighter future—for yourself and our customers.

Zurich in North America does not discriminate based on race, ethnicity, color, religion, national origin, sex, gender expression, gender identity, genetic information, age, disability, protected veteran status, marital status, sexual orientation, pregnancy or other characteristics protected by applicable law. Equal Opportunity Employer disability/vets.

Zurich complies with 18 U.S. Code § 1033.

 

Please note: Zurich does not accept unsolicited CVs from agencies. Preferred vendors should use our Recruiting Agency Portal.

Location(s): AM - Indiana Virtual Office, AM - Illinois Virtual Office, AM - Ohio Virtual Office, AM - Iowa Virtual Office, AM - Indianapolis
Remote Working: Yes
Schedule: Full Time
Employment Sponsorship Offered: No  
 
Linkedin Recruiter Tag: #LI-LB1 #LI-ASSOCIATE