ZipRecruiter

Log In

2

Assistant Remote Sales Representative Jobs in Chicago, IL

HMG Careers

Remote Sales Representative

Hebron, IN · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Rockdale, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Sauk Village, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Hometown, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Lincolnshire, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Phoenix, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Glenwood, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Lake Bluff, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Ford Heights, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Flossmoor, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Waukegan, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Wilmette, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Glenview, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Northbrook, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Westmont, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Oak Park, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Evanston, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Remote Sales Representative

Gilberts, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

previous pagenext page

Showing results 21-40

All JobsSales Representative JobsAssistant Remote Sales Representative JobsAssistant Remote Sales Representative Jobs in Chicago, IL

Assistant Remote Sales Representative information

See Chicago, IL salary details

$5

$23

$38

How much do assistant remote sales representative jobs pay per hour?

As of Sep 6, 2026, the average hourly pay for assistant remote sales representative in Chicago, IL is $23.51, according to ZipRecruiter salary data. Most workers in this role earn between $10.91 and $32.21 per hour, depending on experience, location, and employer.

What is the difference between Assistant Remote Sales Representative vs Remote Sales Associate?

AspectAssistant Remote Sales RepresentativeRemote Sales Associate
Required CredentialsHigh school diploma or equivalent; sales trainingHigh school diploma or equivalent; sales experience preferred
Work EnvironmentRemote, supporting sales teamsRemote, engaging directly with clients
Employer & Industry UsageSales teams across various industriesRetail, tech, and service sectors
Common Search & ComparisonOften compared for entry-level sales rolesCompared for direct client engagement roles

The Assistant Remote Sales Representative typically supports sales teams with administrative and preparatory tasks, while the Remote Sales Associate actively engages with clients to close sales. Both roles require similar credentials and are used across various industries, but their focus differs: one supports, the other directly sells.

What cities near Chicago, IL are hiring for Assistant Remote Sales Representative jobs?

Cities near Chicago, IL with the most Assistant Remote Sales Representative job openings:

Assistant Remote Sales Representative jobs near you
Infographic showing various Assistant Remote Sales Representative job openings in Chicago, IL as of August 2026, with employment types broken down into 77% Full Time, 21% Part Time, 1% Contract, and 1% Nights. Highlights an 76% Physical, 1% Hybrid, and 23% Remote job distribution, with an average salary of $48,894 per year, or $23.5 per hour.

Remote Sales Representative

HMG Careers

Hebron, IN • Remote

$69K/yr

Full-time

Medical, Dental

This job post has expired today. Applications are no longer accepted.

Job description

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based

This position offers flexible work hours and clear paths for advancement into leadership and management. You will work remotely, serving clients by providing guidance and protection solutions for individuals and families.

What We Offer

  • Remote, work-from-home career
  • Average first-year earnings of $69K through commissions and bonuses
  • Increased earning potential in later years through performance and renewals
  • Residual income opportunities through client renewals
  • Unionized position with stock options
  • Comprehensive benefits package including medical, dental, and prescription coverage
  • Ongoing training and mentorship from experienced managers
  • High-quality leads provided with no cold calling friends or family
  • Flexible scheduling within a career-focused structure
  • Advancement and recognition opportunities with promotion from within
  • Supportive and collaborative virtual team environment

Qualities We Value

  • Willingness to learn and be coached through structured training
  • Friendly, outgoing, and professional communication style
  • Genuine desire to help others by providing guidance and solutions
  • Strong verbal communication and relationship-building skills
  • Sales or customer service experience is helpful but not required

Qualifications

  • Laptop or desktop computer with a working camera
  • Insurance license required or willingness to obtain one
  • Basic computer skills
  • Must reside in North America including the United States or Canada
  • We do not hire candidates residing outside North America

Responsibilities

  • Contact provided leads to schedule virtual meetings with clients
  • Present benefit programs and assist clients with enrollment
  • Build and maintain strong client relationships
  • Work closely with your manager to set goals and achieve them