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Remote Mentor Jobs in Chicago, IL (NOW HIRING)

Solid Rock Recruiting LLC

Remote Tax Manager

Chicago, IL · On-site +1

$135K - $195K/yr

Position Overview Seeking a Remote CPA / Tax Manager to join our team in a generalist capacity ... Review work prepared by staff and provide mentorship/coaching * Communicate directly with clients ...

AO Globe Life

Be Seen First

Remote Customer Sales and Service (Entry Level)

Naperville, IL · Remote

$60K - $80K/yr

Remote Customer Sales and Service Work From Home | Full-Time | Entry Level | Training Provided What ... Comprehensive training and ongoing mentorship provided * Weekly pay with uncapped commission ...

HMG Careers

Remote Sales Representative

Carol Stream, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

Lone Star Careers

Remote Sales Agent

Aurora, IL · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

Lone Star Careers

Remote Insurance Agent

Elgin, IL · Remote

$69K - $150K/yr

Remote Insurance Representative | Flexible Schedule | Commission Only This position offers flexible ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Sales Coordinator Remote

Palos Heights, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Remote Sales Specialist

Wheaton, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Remote Account Executive

Elgin, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Sales Executive - Remote

Aurora, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

HMG Careers

Remote Sales Rep

Chicago, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Ongoing training and mentorship from experienced managers * High-quality leads provided with no ...

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Showing results 1-20

All JobsMentor JobsRemote Mentor JobsRemote Mentor Jobs in Chicago, IL

Remote Mentor information

See Chicago, IL salary details

$86K

$130.9K

$176.2K

How much do remote mentor jobs pay per year?

As of Jul 27, 2026, the average yearly pay for remote mentor in Chicago, IL is $130,860.00, according to ZipRecruiter salary data. Most workers in this role earn between $112,300.00 and $147,800.00 per year, depending on experience, location, and employer.

What is a Remote Mentor job?

A Remote Mentor provides guidance, support, and expertise to individuals or groups in a virtual setting. This role typically involves offering advice, feedback, and motivation to help mentees achieve their personal or professional goals. Communication is primarily done through video calls, emails, or messaging platforms. Remote Mentors often work in various fields, including education, business, and personal development.

What does a typical day look like for a Remote Mentor?

As a Remote Mentor, your day usually involves scheduled one-on-one or group mentoring sessions via video calls, ongoing email or chat communication, and preparing resources or feedback for mentees. You'll spend significant time assessing progress, setting goals, and providing personalized guidance to help mentees achieve their learning objectives. Collaboration with other mentors or program coordinators may also be part of your routine, especially in larger organizations. While schedules are often flexible, strong organization and responsiveness are essential for balancing multiple mentees and ensuring meaningful interactions.

What are the key skills and qualifications needed to thrive in the Remote Mentor position, and why are they important?

To thrive as a Remote Mentor, you need expertise in your subject area, strong coaching abilities, and prior experience in education or training. Familiarity with virtual collaboration tools such as Zoom, Slack, Google Workspace, and online learning management systems is typically required, with certifications in mentoring or related fields being a plus. Exceptional communication, empathy, and active listening skills help build trust and support mentees remotely. These skills enable successful knowledge transfer, foster engagement, and promote mentee growth within a virtual environment.

What are the most commonly searched types of Mentor jobs in Chicago, IL? The most popular types of Mentor jobs in Chicago, IL are:
What are popular job titles related to Remote Mentor jobs in Chicago, IL? For Remote Mentor jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Mentor jobs in Chicago, IL look for? The top searched job categories for Remote Mentor jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Mentor jobs? Cities near Chicago, IL with the most Remote Mentor job openings:
Remote Mentor jobs near you
Infographic showing various Remote Mentor job openings in Chicago, IL as of July 2026, with employment types broken down into 90% Full Time, 9% Part Time, and 1% Contract. Highlights an 91% Physical, 3% Hybrid, and 6% Remote job distribution, with an average salary of $130,860 per year, or $62.9 per hour.

Remote Insurance Agent

Anderson Johnson Agency

Joliet, IL • Remote

$60K - $120K/yr

Full-time, Part-time, Contractor

Posted 14 days ago

Job description

The Anderson Johnson Agency is an independent insurance agency focused on protecting families through personalized life insurance solutions. Founded and led by Joe Anderson and Jill Johnson, our agency combines a proven sales system, quality leads, and hands-on mentorship to help licensed agents grow with confidence.

We are selectively adding licensed life insurance agents who are professional, coachable, self-motivated, and interested in building long-term success in a supportive, values-based environment.

This is a remote, commission-based opportunity for licensed agents who want access to qualified leads, mentorship, and a proven process without micromanagement.

What You’ll Do
  • Connect with clients who have requested information about life insurance
  • Conduct phone or Zoom appointments
  • Assess client needs and recommend appropriate life insurance solutions
  • Follow up professionally and consistently
  • Use our CRM and virtual sales tools to manage your pipeline
  • Participate in ongoing virtual training and mentorship
What We Provide
  • Qualified leads from people actively looking for life insurance
  • No cold calling or contacting friends and family
  • CRM and virtual sales tools
  • Structured onboarding and ongoing support
  • Mentorship from experienced agency leadership
  • A simple, duplicatable sales process
  • Opportunity to grow within the agency over time
Why Anderson Johnson Agency
  • Mission-driven agency focused on protecting families
  • Mentorship from leaders with 30+ years of experience
  • Recognized for strong agency growth and leadership
  • Top Rookie Agency with over $860,000 in business protected
  • 525% agency growth
  • Supportive culture built around faith, family, ownership, and long-term growth
Qualifications
  • Active life insurance license required
  • U.S.-based applicants only
  • Comfortable with 1099 commission-based compensation
  • Strong communication and follow-up skills
  • Professional, coachable, and self-motivated
  • Comfortable working remotely and conducting virtual appointments
Role Details
  • Position Type: 1099 Independent Contractor
  • Compensation: Commission-based; earnings vary by activity and performance
  • Schedule: Flexible, remote; part-time or full-time
  • Location: Remote, United States

This is not a W-2 position. Earnings are commission-based and dependent on individual effort, consistency, and performance.

Job Types: Full-time, Part-time
Pay: $60,000–$120,000+ per year
Benefits: Work from home
Work Location: Remote