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Remote Scheduler Jobs in Chicago, IL (NOW HIRING)

Insurance Agent

Chicago, IL ยท Remote

$50K - $75K/yr

Remote work opportunities with flexible scheduling to fit your lifestyle. * Competitive commission structure with bonus potential based on performance. * Opportunities for career advancement in a ...

S.) Schedule: Full-Time | Flexible Hours About the Opportunity We're growing our remote team and seeking motivated individuals who enjoy helping others and are looking for long-term career growth. In ...

S.) Schedule: Full-Time | Flexible Hours About the Opportunity We're growing our remote team and seeking motivated individuals who enjoy helping others and are looking for long-term career growth. In ...

S.) Schedule: Full-Time | Flexible Hours About the Opportunity We're growing our remote team and seeking motivated individuals who enjoy helping others and are looking for long-term career growth. In ...

S.) Schedule: Full-Time | Flexible Hours About the Opportunity We're growing our remote team and seeking motivated individuals who enjoy helping others and are looking for long-term career growth. In ...

Flexible work schedule * Comprehensive health insurance * Professional development opportunities * Performance-based bonuses Why Join Us? * Be part of an innovative, remote-first company culture

Flexible work schedule * Comprehensive health insurance * Professional development opportunities * Performance-based bonuses Why Join Us? * Be part of an innovative, remote-first company culture

Flexible work schedule * Comprehensive health insurance * Professional development opportunities * Performance-based bonuses Why Join Us? * Be part of an innovative, remote-first company culture

Flexible work schedule * Comprehensive health insurance * Professional development opportunities * Performance-based bonuses Why Join Us? * Be part of an innovative, remote-first company culture

Flexible work schedule * Comprehensive health insurance * Professional development opportunities * Performance-based bonuses Why Join Us? * Be part of an innovative, remote-first company culture

Flexible work schedule * Comprehensive health insurance * Professional development opportunities * Performance-based bonuses Why Join Us? * Be part of an innovative, remote-first company culture

Flexible work schedule * Comprehensive health insurance * Professional development opportunities * Performance-based bonuses Why Join Us? * Be part of an innovative, remote-first company culture

Remote Client Experience Coordinator

Chicago, IL ยท Remote

$18.75 - $25.25/hr

Remote Client Experience Coordinator We are seeking a motivated and customer-focused Remote Client ... Flexible scheduling options. * Comprehensive training and onboarding provided. * Ongoing support ...

Creole Remote Interpreter

Chicago, IL ยท Remote

$22.75 - $29.75/hr

Be available to accept and complete remote interpretation assignments as scheduled. * Stay informed about developments in the Creole language and terminology relevant to the interpretation field to ...

Creole Remote Interpreter

Chicago, IL ยท Remote

$22.50 - $29.75/hr

Be available to accept and complete remote interpretation assignments as scheduled. * Stay informed about developments in the Creole language and terminology relevant to the interpretation field to ...

Sales Manager Remote

Chicago, IL ยท Remote

$80K - $120K/yr

What we offer: * 100% remote work with a flexible schedule. * Competitive compensation structure including base (where applicable), commission income, and performance-based bonuses. * Comprehensive ...

Remote Sales

Chicago, IL ยท Remote

$150K - $200K/yr

Role: Remote High-Ticket Closer * Industry: Public Speaking / Coaching * Offer Price: $10,000 ... Schedule: Must operate within US time zones Earnings Potential * Top closer earned $55,000 last ...

Enjoy the freedom of a flexible schedule while building a meaningful career. ๐Ÿ“ˆ Career ... Your Role and Responsibilities As a Remote Sales Manager, you'll start as an agent and grow into ...

Enjoy the freedom of a flexible schedule while building a meaningful career. ๐Ÿ“ˆ Career ... Your Role and Responsibilities As a Remote Sales Manager, you'll start as an agent and grow into ...

Showing results 21-40

Remote Scheduler information

See Chicago, IL salary details

$13

$18

$24

How much do remote scheduler jobs pay per hour?

As of Sep 8, 2026, the average hourly pay for remote scheduler in Chicago, IL is $18.29, according to ZipRecruiter salary data. Most workers in this role earn between $16.35 and $19.57 per hour, depending on experience, location, and employer.

What is a remote scheduler?

A Remote Scheduler is responsible for managing appointments, meetings, or travel arrangements for individuals or businesses from a remote location. They coordinate schedules, handle booking requests, and ensure that all necessary details are confirmed. This role often requires strong organizational skills, attention to detail, and proficiency with scheduling software or tools. Remote Schedulers may work in various industries, including healthcare, customer service, or corporate environments.

What are the key skills and qualifications needed to thrive as a remote scheduler?

To thrive as a Remote Scheduler, you need excellent organizational abilities, attention to detail, and time management skills, typically supported by prior experience in scheduling or administrative roles. Familiarity with scheduling software such as Microsoft Outlook, Google Calendar, or industry-specific platforms is highly valuable, and some positions may require proficiency in customer relationship management (CRM) systems. Strong communication, problem-solving, and adaptability are crucial soft skills for managing changing priorities and working with diverse teams remotely. These competencies ensure accurate scheduling, streamlined operations, and positive interactions with clients and colleagues in a virtual work environment.

What are some of the common challenges faced by remote schedulers, and how can they be overcome?

One common challenge for Remote Schedulers is managing last-minute changes or conflicts in schedules, which requires quick thinking and flexibility. Working remotely can also mean limited immediate access to teammates or supervisors, so strong communication and proactive follow-up are essential. Staying organized with digital tools, setting clear boundaries, and developing efficient workflows can help overcome these obstacles. Many employers offer training in their preferred scheduling platforms to help new hires get up to speed quickly. Adapting to remote collaboration and utilizing available resources will help you be successful in this role.

What are the most commonly searched types of Scheduler jobs in Chicago, IL?

The most popular types of Scheduler jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Scheduler jobs?

Cities near Chicago, IL with the most Remote Scheduler job openings:

Infographic showing various Remote Scheduler job openings in Chicago, IL as of August 2026, with employment types broken down into 63% Full Time, 21% Part Time, and 16% Contract. Highlights an 100% Remote job distribution, with an average salary of $38,046 per year, or $18.3 per hour.

Insurance Agent

Pioneer Agency

Chicago, IL โ€ข Remote

$50K - $75K/yr

Other

Medical, Life, Retirement

Re-posted 13 days ago


Job description

We are a fast-growing insurance agency dedicated to providing individuals and families with life, health, and retirement insurance solutions. We are seeking motivated individuals who are eager to build a rewarding career in the insurance industry. No prior licensing is necessary, as we will support you through the licensing process.

Key Responsibilities:

  • Consult with clients to assess their insurance needs and develop tailored solutions.
  • Present and recommend a range of insurance products, including Life, Health, and Retirement options.
  • Provide ongoing support to clients, fostering and maintaining positive relationships.
  • Manage leads and follow up with potential clients (training will be provided).
  • Stay informed about industry standards, trends, and compliance requirements.

What We Offer:

  • Step-by-step assistance with licensing if you are not currently licensed.
  • Comprehensive training and mentorship to ensure your success.
  • Remote work opportunities with flexible scheduling to fit your lifestyle.
  • Competitive commission structure with bonus potential based on performance.
  • Opportunities for career advancement in a supportive, team-focused environment.

Qualifications:

  • High school diploma or equivalent (required).
  • Strong communication and interpersonal skills.
  • Self-motivated with a strong desire to learn and grow.
  • Basic computer skills.
  • No prior insurance experience is necessary; training will be provided.

Work Location: Remote

Schedule: Flexible hours; set your own schedule.

If you are driven, coachable, and ready to embark on a new career path, we encourage you to consider this opportunity.