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Virtual Scheduling Assistant Jobs in Chicago, IL

HMG Careers

Virtual Sales Rep

East Chicago, IN · Remote

$69K/yr

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 ...

HMG Careers

Virtual Sales Rep

Waukegan, IL · Remote

$69K/yr

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 ...

HMG Careers

Virtual Sales Rep

Harvey, IL · Remote

$69K/yr

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 ...

HMG Careers

Virtual Sales Rep

Hammond, IN · Remote

$69K/yr

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 ...

Clayco

Senior VDC Engineer

Chicago, IL

$85K - $95K/yr

... scheduling. * Assist and coach the project teams in the use of companywide BIM best practices. * Coordinate 3D content modeled by others and model any content not provided. * Perform 4D virtual ...

Clayco

Senior VDC Engineer

Chicago, IL · On-site +1

$85K - $95K/yr

... scheduling. * Assist and coach the project teams in the use of companywide BIM best practices. * Coordinate 3D content modeled by others and model any content not provided. * Perform 4D virtual ...

Clayco

Senior VDC Engineer

Chicago, IL

$85K - $95K/yr

... scheduling. * Assist and coach the project teams in the use of companywide BIM best practices. * Coordinate 3D content modeled by others and model any content not provided. * Perform 4D virtual ...

Clayco

Senior VDC Engineer

Chicago, IL

$85K - $95K/yr

... scheduling. * Assist and coach the project teams in the use of companywide BIM best practices. * Coordinate 3D content modeled by others and model any content not provided. * Perform 4D virtual ...

Clayco

Senior VDC Engineer

Chicago, IL · On-site

$85K - $95K/yr

... scheduling. * Assist and coach the project teams in the use of companywide BIM best practices. * Coordinate 3D content modeled by others and model any content not provided. * Perform 4D virtual ...

Clayco

Senior VDC Engineer

Chicago, IL · On-site

$85K - $95K/yr

... scheduling. * Assist and coach the project teams in the use of companywide BIM best practices. * Coordinate 3D content modeled by others and model any content not provided. * Perform 4D virtual ...

CPJ Recruitment

HR Assistant

Chicago, IL · On-site

$23.50 - $27.50/hr

About the job HR Assistant The HR Assistant is a crucial part of the Human Resources team at ... Provide general administrative support to the HR team, including scheduling virtual meetings ...

Junction Events

Front Office Assistant

Chicago, IL · On-site

$49K - $59K/yr

We are a full service live, hybrid and virtual event and branding company combining innovation and ... In this role, your duties will include answering incoming calls, scheduling appointments, and ...

Junction Events

Front Office Assistant

Chicago, IL · On-site

$49K - $59K/yr

We are a full service live, hybrid and virtual event and branding company combining innovation and ... In this role, your duties will include answering incoming calls, scheduling appointments, and ...

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All JobsScheduling JobsVirtual Scheduling Assistant JobsVirtual Scheduling Assistant Jobs in Chicago, IL

Virtual Scheduling Assistant information

See Chicago, IL salary details

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How much do virtual scheduling assistant jobs pay per hour?

As of Aug 23, 2026, the average hourly pay for virtual scheduling assistant in Chicago, IL is $20.43, according to ZipRecruiter salary data. Most workers in this role earn between $16.88 and $23.32 per hour, depending on experience, location, and employer.

What is a virtual scheduling assistant?

Virtual Scheduling Assistants are remote professionals who manage calendars, schedule appointments, and coordinate meetings for individuals or businesses. They use various digital tools and communication platforms to organize events, send reminders, and handle rescheduling requests. By taking over time-consuming scheduling tasks, they help clients stay organized and focused on their core responsibilities. Virtual Scheduling Assistants may work independently as freelancers or as part of a virtual assistant service.

What are the key skills and qualifications needed to thrive as a virtual scheduling assistant?

To thrive as a Virtual Scheduling Assistant, you need strong organizational skills, attention to detail, and experience managing calendars, often supported by a high school diploma or equivalent. Familiarity with scheduling software like Google Calendar, Microsoft Outlook, and communication platforms such as Zoom is typically required. Excellent written communication, time management, and problem-solving abilities help you stand out in this role. These skills are crucial for efficiently coordinating appointments and ensuring smooth operations in a remote work environment.

What are some common challenges virtual scheduling assistants face when managing multiple clients' calendars?

Virtual Scheduling Assistants often juggle numerous calendars, time zones, and preferences. A key challenge is balancing conflicting appointments and last-minute changes while ensuring accuracy and efficiency. Clear communication, strong organizational skills, and proficiency with various scheduling tools are essential to prevent double-bookings and maintain client satisfaction. Regular updates and proactive confirmation of appointments help manage these challenges effectively.

What is the difference between Virtual Scheduling Assistant vs Virtual Administrative Assistant?

AspectVirtual Scheduling AssistantVirtual Administrative Assistant
Primary RoleFocuses mainly on managing calendars, appointments, and scheduling tasksHandles a broader range of administrative tasks including emails, data entry, and document management
Skills & CertificationsStrong organizational skills, familiarity with scheduling tools, basic communication skillsAdditional skills in office management, communication, and possibly basic bookkeeping
Work EnvironmentRemote, often freelance or contract-basedRemote, employed or freelance, in various industries

While both roles are remote and require organizational skills, a Virtual Scheduling Assistant specializes in managing schedules and appointments, whereas a Virtual Administrative Assistant handles a wider range of administrative tasks. The choice depends on the specific needs of the employer or client.

What are popular job titles related to Virtual Scheduling Assistant jobs in Chicago, IL?

For Virtual Scheduling Assistant jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Virtual Scheduling Assistant jobs in Chicago, IL look for?

The top searched job categories for Virtual Scheduling Assistant jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Virtual Scheduling Assistant jobs?

Cities near Chicago, IL with the most Virtual Scheduling Assistant job openings:

Virtual Scheduling Assistant jobs near you
Infographic showing various Virtual Scheduling Assistant job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 18% Part Time, and 3% Contract. Highlights an 78% Physical, 2% Hybrid, and 20% Remote job distribution, with an average salary of $42,496 per year, or $20.4 per hour.

Virtual Sales Rep

HMG Careers

East Chicago, IN • Remote

$69K/yr

Full-time

Medical, Dental

Posted 10 days ago

Job description

Remote Insurance 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