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Entry Level Insurance Sales Representative Jobs in Chicago, IL

Tnt Capital, Inc.

Insurance Sales Rep

Skokie, IL · On-site

$55K - $70K/yr

As an Insurance Sales Representative , you'll build genuine relationships with your community while helping people protect what matters most their homes, cars, and financial futures. No experience?

Integrityfex

Entry Level Sales Agent

Brookfield, IL · Remote

What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective clients remotely by phone or video * Learn to identify client needs and recommend appropriate ...

Integrityfex

Entry Level Sales Agent

Schaumburg, IL · Remote

What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective clients remotely by phone or video * Learn to identify client needs and recommend appropriate ...

New

Integrityfex

Entry Level Sales Agent

Chicago, IL · Remote

What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective clients remotely by phone or video * Learn to identify client needs and recommend appropriate ...

Integrityfex

Entry Level Sales Agent

Portage, IN · Remote

What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective clients remotely by phone or video * Learn to identify client needs and recommend appropriate ...

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Showing results 21-40

All JobsInsurance Sales Representative JobsEntry Level Insurance Sales Representative JobsEntry Level Insurance Sales Representative Jobs in Chicago, IL

Entry Level Insurance Sales Representative information

See Chicago, IL salary details

$29.9K

$65.4K

$103K

How much do entry level insurance sales representative jobs pay per year?

As of Aug 20, 2026, the average yearly pay for entry level insurance sales representative in Chicago, IL is $65,357.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,400.00 and $77,800.00 per year, depending on experience, location, and employer.

What does an entry level insurance sales representative do?

An Entry Level Insurance Sales Representative is responsible for selling insurance policies to new and existing clients. They explain different types of insurance coverage, assess customer needs, provide quotes, and help clients choose the best policies for their circumstances. This role typically involves reaching out to potential customers, maintaining relationships, and meeting sales targets. Entry-level representatives often receive training and work under the guidance of more experienced agents.

What are the key skills and qualifications needed to thrive as an entry level insurance sales representative?

To thrive as an Entry Level Insurance Sales Representative, you need a basic understanding of insurance products, sales principles, and often a high school diploma or equivalent. Familiarity with CRM software, quoting tools, and state insurance licensing is typically required. Strong interpersonal skills, active listening, and resilience help you build client relationships and handle rejection effectively. These skills and qualifications are crucial for meeting sales targets, ensuring compliance, and providing excellent customer service in a competitive industry.

What are some common challenges faced by entry level insurance sales representatives, and how can they overcome them?

Entry level insurance sales representatives often encounter challenges such as building a client base from scratch, handling initial rejections, and learning complex product offerings. To overcome these, successful representatives focus on consistent networking, leveraging mentorship from experienced colleagues, and participating in ongoing training programs provided by their company. Building strong communication skills and maintaining resilience are also key to turning early obstacles into long-term growth opportunities.

What is the difference between Entry Level Insurance Sales Representative vs Insurance Agent?

AspectEntry Level Insurance Sales RepresentativeInsurance Agent
Required CredentialsTypically no licensing required initially; licensing needed to sell policiesMust obtain state licensing and certifications to sell insurance
Work EnvironmentOffice, call centers, or remote; sales-focusedAgency offices, independent or company-owned
Employer & Industry UsageEntry-level role in insurance companies or agenciesLicensed professional selling insurance policies
Search & Comparison IntentEntry level, beginner, sales roleLicensed, experienced, sales professional

In summary, an Entry Level Insurance Sales Representative is typically an entry-level role requiring minimal initial licensing, focusing on prospecting and sales support. An Insurance Agent, however, is a licensed professional authorized to sell insurance policies, often with more experience and responsibility. Both roles are integral to the insurance industry but differ mainly in licensing requirements and experience level.

Is entry level insurance sales hard?

Entry level insurance sales representatives often face challenges such as building client relationships, understanding insurance products, and meeting sales targets. Success typically requires strong communication skills, product knowledge, and persistence, but the role can be manageable with training and experience.
Entry Level Insurance Sales Representative jobs near you
Infographic showing various Entry Level Insurance Sales Representative job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 95% Physical, 2% Hybrid, and 3% Remote job distribution, with an average salary of $63,709 per year, or $30.6 per hour.

Insurance Sales Representative

Farmers Insurance Agency

Orland Park, IL • On-site

$40K - $60K/yr

Full-time

Medical, Life, PTO

Posted 29 days ago

Job description

The Heinrich Alvarez Farmers Insurance Agency is hiring driven Licensed Insurance Producers to join our growing team!

As a key member of our agency, you’ll work closely with clients to provide exceptional service, identify their insurance needs, and recommend tailored solutions. This is a rewarding opportunity to grow your career with competitive pay, advancement opportunities, and a supportive, dynamic environment.

If you’re motivated, customer-focused, and ready to make a meaningful impact in the insurance industry, we encourage you to apply. Prior experience in insurance is preferred, and an active insurance license is required.

What are we looking for?

  • Passionate and Self-driven
  • Motivated
  • Competitive
  • Strong verbal and written communication skills
  • Adaptable

What do we provide our employees?

  • Competitive Pay: Unlimited income potential, commission, and bonuses for outstanding performance
  • Comprehensive Training: Gain hands-on experience and benefit from a supportive team environment
  • Career Growth: Opportunities to advance within the organization
  • Flexible Work Schedule: PTO, holidays off, and a flexible work environment
Responsibilities
  • Develop personalized insurance solutions for clients, including Auto, Home, Business, and Life insurance
  • Foster strong client relationships as a trusted advisor
  • Provide clients with risk assessments and advice tailored to their needs
  • Utilize technology and digital tools to streamline and enhance the client experience
  • Work toward milestone bonuses as you achieve agency goals and milestones
  • Collaborate with a dedicated team and engage in continuous learning opportunities

Frequently Asked Questions

1) What kind of training will I receive?

Our team provides training in sales techniques and product knowledge to set you up for success, along with

ongoing mentorship.

2) Is this a commission-only role?

Yes, we offer uncapped commission potential and performance bonuses.

3) What can I expect to earn in my first year?

With a strong sales approach, you can expect to earn $40,000+ in your first year

4) What does the onboarding and training process look like?

Our onboarding process is designed to help you get up to speed quickly and confidently. It includes a

comprehensive orientation, access to online training resources, and ongoing mentorship from the Agency

Owner and District Office. You’ll have all the support you need to succeed in your new role!

Why Heinrich Alvarez Farmers Insurance Agency?

At the Alvarez Insurance Agency, we believe in building lasting relationships with our clients while fostering a supportive and flexible work environment for our team. As a Sales Producer, you’ll be part of an agency that values innovation, collaboration, and work-life balance, empowering you to thrive professionally while enjoying the flexibility you deserve.

We pride ourselves on creating a positive and inclusive team culture where every individual has the opportunity to grow, succeed, and make a real impact. You’ll have the freedom to tailor your work around your personal and professional goals—all while contributing to the growth and success of an agency that truly cares about its people and its clients.



Requirements
  • Sales experience or a client-facing background preferred
  • Proven trustworthiness, dependability, and commitment to ethical behavior
  • Strong verbal and written communication skills
  • Enthusiastic, coachable, and motivated to achieve goals
  • Clean Criminal Background Check
  • Previous Remote Experience
  • Active Property and Casualty, Life and Health Licenses or willingness to obtain licenses with tuition assistance.
Benefits
Paid Time Off (PTO)###Hands on Training###Mon-Fri Schedule###Career Growth Opportunities###