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Remote Assistant Jobs in Chicago, IL (NOW HIRING)

Nexora Talent

Remote- Customer Experience Service

Chicago, IL · Remote

$16.50 - $22.50/hr

In this role, you will assist with coordinating client requests, managing service details, and ... Benefits • Remote position with flexible scheduling options. • Structured onboarding and ...

HMG Careers

Remote Sales Representative

Markham, 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

Sales Manager Remote

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

Sales Coordinator Remote

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 ...

HMG Careers

Remote Sales Representative

Chesterton, 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

Libertyville, 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

Sales Manager Remote

Maywood, 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

Sales Coordinator Remote

Barrington, 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

Sales Coordinator Remote

Gary, 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

Carol Stream, 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

Stickney, 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 ...

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Showing results 41-60

All JobsAssistant JobsRemote Assistant JobsRemote Assistant Jobs in Chicago, IL

Remote Assistant information

See Chicago, IL salary details

$8

$21

$35

How much do remote assistant jobs pay per hour?

As of Aug 7, 2026, the average hourly pay for remote assistant in Chicago, IL is $21.07, according to ZipRecruiter salary data. Most workers in this role earn between $14.06 and $27.14 per hour, depending on experience, location, and employer.

What is a remote assistant?

A Remote Assistant is a professional who provides administrative, technical, or creative support to businesses or individuals from a remote location. Their duties may include managing emails, scheduling appointments, data entry, customer service, social media management, and more. Remote Assistants use digital communication tools to collaborate with their employers, making this role ideal for flexible, location-independent work. This position is often referred to as a Virtual Assistant, and is popular among freelancers and remote workers.

What is the difference between Remote Assistant vs Virtual Assistant?

AspectRemote AssistantVirtual Assistant
CredentialsOften no formal certification required, but administrative or technical skills preferredTypically no formal certification, but administrative, communication, and technical skills are common
Work EnvironmentRemote, often part-time or freelance, working from home or any locationRemote, usually freelance or contracted, working from home or remote offices
Employer & Industry UsageUsed across various industries for administrative support, customer service, or technical tasksCommonly used in administrative, marketing, and customer service sectors for support tasks
Search & Comparison IntentPeople compare to Virtual Assistant to understand scope, tasks, and flexibility

Both Remote Assistants and Virtual Assistants work remotely providing administrative or support services. While their roles overlap significantly, Remote Assistants may sometimes handle more technical or specialized tasks, depending on their skills. Understanding these differences helps job seekers and employers find the right fit for their needs.

What does a remote assistant do?

Remote assistants provide support to staff and executives at a company. Some organizations use remote assistants as customer service agents who are the first point of contact for clients when they call in for information on products or services. Many remote assistants work exclusively with managers and executives, but some are assigned to help specific teams or departments. As a remote assistant, you may help schedule meetings, coordinate travel arrangements, assign tasks, respond to calls and emails, and set up appointments. You may be required to use virtual office software to coordinate with other employees and prioritize job duties with varying deadlines. If you work for an international company, you may be asked to work unusual hours to provide support to employees around the world in different time zones.

How do remote assistants effectively manage communication across different time zones within a distributed team?

Remote Assistants often support teams and clients located around the world, which can make coordinating schedules and real-time communication challenging. Most successful Remote Assistants rely on clear protocols, such as shared calendars, regular check-ins, and asynchronous communication tools like email and project management platforms. It's important to proactively clarify preferred communication windows and establish expectations for response times. This approach helps ensure smooth collaboration and minimizes miscommunication, even when team members are not online simultaneously.

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

To thrive as a Remote Assistant, you need strong organizational skills, attention to detail, and proficiency in administrative tasks, often supported by prior experience or a relevant diploma. Familiarity with productivity tools such as Microsoft Office, Google Workspace, project management software, and communication platforms like Slack or Zoom is typically required. Excellent time management, self-motivation, and effective written and verbal communication help you stand out in this remote role. These skills and qualities are crucial for efficiently supporting clients or teams from a distance and ensuring seamless virtual operations.
More about Remote Assistant jobs
What are the most commonly searched types of Remote jobs in Chicago, IL? The most popular types of Remote jobs in Chicago, IL are:
What are popular job titles related to Remote Assistant jobs in Chicago, IL? For Remote Assistant jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Assistant jobs in Chicago, IL look for? The top searched job categories for Remote Assistant jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Assistant jobs? Cities near Chicago, IL with the most Remote Assistant job openings:
Remote Assistant jobs near you
Infographic showing various Remote Assistant job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 19% Part Time, 1% Temporary, and 3% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $43,831 per year, or $21.1 per hour.

Sales Team Leader (Remote)

Zuzick & Associates

Gary, IN • Remote

Full-time

Life

Re-posted 19 hours ago

Job description

Sales Team Leader (Remote) – Globe Life American Income Division | Zuzick Organization

Are you a motivated sales professional ready to step into leadership? Globe Life American Income Division: Zuzick Organization is seeking a driven Sales Team Leader to help grow and mentor a high-performing remote sales team while making a meaningful impact in the lives of working families.

For over 70 years, we have partnered with more than 34,000 unions and associations—including teachers, firefighters, veterans, and nurses—to provide supplemental life insurance benefits that help protect their families. As we continue expanding nationwide, we are looking for leaders who are passionate about sales, mentorship, and career growth.

What You’ll Do:

Lead, mentor, and motivate a remote team of sales representatives Work with warm leads from union members requesting information about their benefits Conduct virtual client meetings via Zoom to present insurance options Support your team in closing sales and delivering excellent client service Track performance metrics and help drive team success Assist with applications and underwriting requirements

What We Offer:

100% Remote / Work-from-Home Environment Weekly Pay + Performance Bonuses Residual Income Opportunities Leadership Training & Rapid Advancement Comprehensive Training Program Benefits available after 90 days based on production Annual all-expenses-paid company trips

What We’re Looking For:

Sales experience required; leadership or management experience preferred Willingness to obtain a state life insurance license within 30 days Strong communication and leadership skills Self-motivated, organized, and goal-oriented Reliable computer with camera, internet access, and cell phone If you’re looking for a career with unlimited growth potential, leadership opportunities, and the ability to work from anywhere, we’d love to hear from you.

Apply today and submit your resume. Be sure to highlight any leadership or management experience.

Apply