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Entry Level Remote Commission Jobs in Chicago, IL

Fisher Organization

Entry-Level Remote Sales

Gary, IN · Remote

Position: Entry-Level Manager - Leadership Development Track (Remote) If you're driven, coachable ... 100% commission-based compensation with no cap on earnings Opportunities for national and ...

Nexera

Entry Level Remote Sales Role

Chicago, IL · Remote

$1.5K - $5.3K/wk

About this role We are hiring entry-level Financial Sales Consultants to join our remote team. In ... 800 to $1,200 commission per closed sale * Part-time agents (approximately 20 hours per week ...

Nexera

Entry Level Remote Insurance Sales

Chicago, IL · Remote

$1.5K - $3.2K/wk

About this role We're hiring entry-level Financial Sales Consultants for our remote team. You'll ... commission per closed sale * Part-time (~20 hrs/week): typically $50,000-$80,000 in year one with ...

Nexera

Entry Level Remote Insurance Sales

Chicago, IL · Remote

$1.5K - $3.2K/wk

About this role We're hiring entry-level Financial Sales Consultants for our remote team. You'll ... commission per closed sale * Part-time (~20 hrs/week): typically $50,000-$80,000 in year one with ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Weekly Pay Commission-based compensation is paid weekly according to company guidelines. Build ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Weekly Pay Commission-based compensation is paid weekly according to company guidelines. Build ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Weekly Pay Commission-based compensation is paid weekly according to company guidelines. Build ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Weekly Pay Commission-based compensation is paid weekly according to company guidelines. Build ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Chicago, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Weekly Pay Commission-based compensation is paid weekly according to company guidelines. Build ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Naperville, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Weekly Pay Commission-based compensation is paid weekly according to company guidelines. Build ...

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Entry Level Remote Commission information

See Chicago, IL salary details

$29.9K

$65.4K

$103K

How much do entry level remote commission jobs pay per year?

As of Sep 11, 2026, the average yearly pay for entry level remote commission 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.

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Entry Level Remote Commission jobs near you
Infographic showing various Entry Level Remote Commission job openings in Chicago, IL as of August 2026, with employment types broken down into 85% Full Time, 9% Part Time, and 6% Contract. Highlights an 72% Physical, 1% Hybrid, and 27% Remote job distribution, with an average salary of $65,357 per year, or $31.4 per hour.

Entry-Level Remote Sales

Aurora, IL • Remote

Fisher Organization
Construction • 1 - 10 employees
Learn more about Fisher Organizationexternal

Full-time

Re-posted yesterday

Job description

Join a Purpose-Driven Team Making a Real Impact – Entry-Level Leadership Career Opportunity

About Us

At The Fisher Organization, we represent the New England division of American Income Life, a leading provider of supplemental benefits. Our mission is simple but powerful: to protect and empower working families, especially those in labor unions, credit unions, and associations, through high-quality benefits and exceptional service.

We’re proud to build a legacy of leadership, growth, and service, and we’re looking for passionate individuals to grow with us.

Position: Entry-Level Manager – Leadership Development Track (Remote)

If you're driven, coachable, and ready to fast-track your career, this could be your big opportunity you have been searching for. In this role, you’ll lead and mentor a team, contribute to sales strategy, and develop into a high-impact leader. All while working remotely.

This is more than a job—it’s a launchpad for your leadership journey.

What You’ll Do:

Coach and support a team of agents to reach and exceed performance goals

Lead by example through hands-on involvement in sales and service

Monitor performance data and help your team strategize for success

Organize and lead virtual training and onboarding sessions

Keep communication strong, positive, and motivating across your team

Thrive in a fast-paced, fully remote environment

What You Bring:

Natural leadership ability and a desire to help others succeed

Great communication and people skills, especially over Zoom and other digital platforms

Strong organization, multitasking, and time-management abilities

A self-starter mindset with a results-driven approach

Experience in customer service, sales, or team leadership is a plus

No degree or experience required but preferred

What We Offer:

Accelerated career path, promotions based on merit, not tenure

Clear roadmap to leadership roles. Potential to advance within 60 days

Mentorship and support from top industry leaders

Flexible, remote work setup

100% commission-based compensation with no cap on earnings

Opportunities for national and international travel

A culture that celebrates initiative, impact, and growth

Who Thrives Here:

Motivated go-getters who want to grow personally and professionally

Purpose-driven individuals who want their work to matter

Tech-savvy professionals who are comfortable in virtual environments

Confident communicators who build trust and rapport with ease

People who want more than a paycheck, they want to make a difference

Ready to build a career with unlimited potential—while helping families protect what matters most?

Apply now and start your leadership journey with The Fisher Organization.

Apply