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Remote Entry Level Management 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, and ready to fast-track your career, this could be your big opportunity you have been searching for.

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 ... Year 5+: Lead a team, create passive income, work on your schedule Most of our managers and team ...

AO Globe Life

Be Seen First

Entry Level Sales Account Representative-Remote (No Experience Needed)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Sales Account Representative - Remote (No Experience Needed) 100% Remote | Full-Time | ... Can stay organized while managing appointments and follow-ups * Are willing to learn and accept ...

New

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 ... Following up consistently and managing your own daily activity * Attending weekly virtual training ...

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 ... Following up consistently and managing your own daily activity * Attending weekly virtual training ...

Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Manage a personal schedule of appointments and follow-up activities The goal isn't simply to make a ...

Globe Life Insurance

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Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Manage a personal schedule of appointments and follow-up activities The goal isn't simply to make a ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Joliet, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Manage a personal schedule of appointments and follow-up activities The goal isn't simply to make a ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Manage a personal schedule of appointments and follow-up activities The goal isn't simply to make a ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Manage a personal schedule of appointments and follow-up activities The goal isn't simply to make a ...

Globe Life Insurance

Be Seen First

Entry Level Insurance Sales Representative (100% Remote)

Aurora, IL · Remote

$60K - $80K/yr

Entry Level Insurance Sales Representative (100% Remote) 100% Remote | United States & Canada ... Manage a personal schedule of appointments and follow-up activities The goal isn't simply to make a ...

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Showing results 21-40

All JobsManagement JobsRemote Entry Level Management JobsRemote Entry Level Management Jobs in Chicago, IL

Remote Entry Level Management information

See Chicago, IL salary details

$25.8K

$49.3K

$70.6K

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

As of Sep 5, 2026, the average yearly pay for remote entry level management in Chicago, IL is $49,273.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,700.00 and $53,600.00 per year, depending on experience, location, and employer.

What is a remote entry level management?

A remote entry level management position is a job where you oversee a small team or project while working entirely from a location outside of a traditional office, such as your home. These roles are designed for individuals who are new to management and may involve supervising staff, coordinating tasks, and ensuring projects are completed on time. Remote entry level managers typically communicate with their teams via email, video calls, and collaboration tools. The focus is on developing leadership skills, learning how to manage workflows, and supporting team productivity in a virtual environment.

What are the key skills and qualifications needed to thrive as a remote entry level manager, and why are they important?

To thrive as a Remote Entry Level Manager, you generally need a bachelor's degree in business or a related field, strong organizational abilities, and foundational leadership skills. Familiarity with remote collaboration tools like Slack, Zoom, and project management systems such as Trello or Asana is commonly required. Excellent communication, time management, and problem-solving abilities help you motivate teams and manage tasks effectively from a distance. These skills and qualifications are crucial for ensuring productivity, team cohesion, and successful project outcomes in a remote work environment.

What are some common challenges faced in a remote entry level management role, and how can they be overcome?

One common challenge in remote entry level management is building strong relationships with team members without face-to-face interaction. Effective communication skills and the use of collaboration tools are essential to bridge this gap. Additionally, managing time zones and ensuring clear expectations can be tricky, but regular check-ins and transparent goal-setting help keep everyone aligned. New managers can overcome these challenges by proactively seeking feedback, participating in virtual team activities, and leveraging mentorship opportunities offered by the organization.

What is the difference between Remote Entry Level Management vs Remote Customer Service Supervisor?

AspectRemote Entry Level ManagementRemote Customer Service Supervisor
Required CredentialsHigh school diploma or equivalent; some roles may prefer associate's degreeHigh school diploma or equivalent; customer service experience often valued
Work EnvironmentOffice or remote, overseeing teams, project coordinationRemote, managing customer service teams, resolving client issues
Employer & Industry UsageBusinesses across various industries, including retail, tech, and healthcarePrimarily in retail, telecom, and service industries

Remote Entry Level Management involves overseeing teams and projects with a focus on leadership skills, while Remote Customer Service Supervisor centers on managing customer support teams and ensuring client satisfaction. Both roles require strong communication skills and are common in remote work settings, but they differ in daily responsibilities and industry focus.

What are popular job titles related to Remote Entry Level Management jobs in Chicago, IL?

For Remote Entry Level Management jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Entry Level Management jobs in Chicago, IL look for?

The top searched job categories for Remote Entry Level Management jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Entry Level Management jobs?

Cities near Chicago, IL with the most Remote Entry Level Management job openings:

Remote Entry Level Management jobs near you
Infographic showing various Remote Entry Level Management job openings in Chicago, IL as of August 2026, with employment types broken down into 96% Full Time, and 4% Contract. Highlights an 100% Remote job distribution, with an average salary of $49,273 per year, or $23.7 per hour.

Entry-Level Remote Sales

Fisher Organization

Aurora, IL • Remote

Full-time

Posted 24 days ago

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