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Remote Insurance Appointment Setter Jobs in Chicago, IL

... appointments * Conduct customer-focused needs discussions * Explain insurance products, benefits ... Fully remote position * Warm leads provided by the company * Weekly pay structure * Unlimited ...

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Independent Medicare Agent (Remote)

Chicago, IL · Remote

$104K - $136K/yr

Client-facing needs assessment captures drugs, doctors, and preferences before your appointment ... Active Health Insurance License in your resident state * AHIP 2026 certification (or willing to ...

Life Insurance Agent

Chicago, IL · Remote

$50K - $100K/yr

Kimbrell Agency Remote Employment Type: Contractor Compensation $50,000 to $100,000 per year (plus ... You'll call these clients, set appointments, and meet virtually to help them find the best ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... While leads are provided, this is not an inbound or appointment-setting role . Consistent outbound ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... While leads are provided, this is not an inbound or appointment-setting role . Consistent outbound ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... While leads are provided, this is not an inbound or appointment-setting role . Consistent outbound ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... While leads are provided, this is not an inbound or appointment-setting role . Consistent outbound ...

Inside Sales Insurance Specialist (W2, Remote) Full-Time | Monday through Friday Compensation ... While leads are provided, this is not an inbound or appointment-setting role . Consistent outbound ...

Showing results 21-40

Remote Insurance Appointment Setter information

See Chicago, IL salary details

$10

$24

$44

How much do remote insurance appointment setter jobs pay per hour?

As of Sep 4, 2026, the average hourly pay for remote insurance appointment setter in Chicago, IL is $24.99, according to ZipRecruiter salary data. Most workers in this role earn between $16.35 and $30.72 per hour, depending on experience, location, and employer.

What is the difference between Remote Insurance Appointment Setter vs Remote Insurance Customer Service Representative?

AspectRemote Insurance Appointment SetterRemote Insurance Customer Service Representative
Primary RoleScheduling insurance appointments and consultationsHandling customer inquiries, policy support, and claims assistance
Required SkillsCommunication, scheduling, basic insurance knowledgeCustomer service, problem-solving, insurance product knowledge
Work EnvironmentRemote, client-facing, appointment-focusedRemote, customer support, communication-heavy
CertificationsNone typically required, insurance knowledge preferredCustomer service experience, insurance knowledge beneficial

The main difference is that Remote Insurance Appointment Setters focus on scheduling appointments for insurance agents or brokers, while Remote Insurance Customer Service Representatives handle ongoing customer inquiries and support. Both roles often require strong communication skills and insurance knowledge, but their daily tasks and objectives differ significantly.

What are the most commonly searched types of Insurance Appointment Setter jobs in Chicago, IL?

The most popular types of Insurance Appointment Setter jobs in Chicago, IL are:

What are popular job titles related to Remote Insurance Appointment Setter jobs in Chicago, IL?

For Remote Insurance Appointment Setter jobs in Chicago, IL, the most frequently searched job titles are:

What cities near Chicago, IL are hiring for Remote Insurance Appointment Setter jobs?

Cities near Chicago, IL with the most Remote Insurance Appointment Setter job openings:

Infographic showing various Remote Insurance Appointment Setter job openings in Chicago, IL as of August 2026, with employment types broken down into 83% Full Time, 8% Part Time, and 9% Contract. Highlights an 100% Remote job distribution, with an average salary of $51,976 per year, or $25 per hour.

Sales Representative Remote High Commission

Symmetry

Chicago, IL • On-site, Remote

Full-time, Part-time

Re-posted 20 days ago


Job description

Remote Sales
Must be authorized to work in the US, no work visas offered at this time
Organization Description:
We are searching for Insurance Sales Representatives whom we can train to become a Manager and lead in select regions within the next year.
There has never been a better time to have complete control of your schedule with the ability to meet with clients virtually, over the phone, or in person.
Job Details:
- No safety net, and no ceiling
- Your income potential is uncapped!
- Fully Remote
- This is a commission only based sales position plus bonuses
- NEW AGENT PERFORMANCE BONUS IN YOUR FIRST THREE MONTHS:
- Earn up to 20% cash bonus on placed business
- Earn a 15% raise in your first three months (5%/month)
- Raises available every two months based on your work, not a boss's discretion
- Agents sell anywhere from 2 to 8 sales per week (depending on part-time / full-time status)
Responsibilities:
- Setting appointments: We schedule our own appointments with families who have requested more information regarding coverage
- Run the appointment: Build a trusting relationship, ask curious questions, show affordable options and protect the family using a wide variety of coverage options from some of the top A-rated companies in the industry
- Manage your activity, applications, and mindset
- Participate in team meetings and attend one annual conference, mostly via zoom
Requirements:
- You will need a life insurance license for your state
- You will need a reliable computer and internet connection
- Self Discipline
- A willingness to grow yourself personally
- A place to set and achieve goals with a team that believes in success by putting relationships first
- Support to grow yourself into a leader worth following
Gillum Agency | Regional Sales Manager
No agent's success, earnings, or production results should be viewed as typical, average, or expected. Not all agents achieve the same or similar results, and no particular results are guaranteed. Your level of success will be determined by several factors, including the amount of work you put in, your ability to successfully follow and implement our training and sales system and engage with our lead system, and the insurance needs of the customers in the geographic areas in which you choose to work.
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Symmetry Financial Group logo

About Symmetry Financial Group

Sourced by ZipRecruiter

Symmetry Financial Group is a leading insurance marketing organization based in Asheville, North Carolina, USA, specializing in life insurance, mortgage protection, retirement protection, and debt elimination services. The company was established in 2009 by co-founders Brandon Ellison, Brian Pope, and Casey Watkins to cater to families requiring personal protection and financial security. With a nationwide footprint, Symmetry has become a significant player in the insurance and financial services industry. Symmetry Financial Group's mission revolves around making a positive and lasting impact on the families they serve across the nation. It is built around core values which they call 'The Symmetry Way' – Relationships matter, People come first, Family, and Serve others.

Industry

Finance and insurance

Company size

1,001 - 5,000 Employees

Headquarters location

Swannanoa, NC, US

Year founded

2009