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Remote Virtual Personal Assistant Jobs in Chicago, IL

YO AI Labs

Personal Assistant - Remote

Chicago, IL · Remote

$25 - $40/hr

Personal Assistant Location: Remote Job Type: Contractor Pay: $20-$34/hour Job Overview We are looking for an experienced Personal Assistant to provide administrative and organizational support while ...

Rise25

Virtual Assistant

Chicago, IL · Remote

$21.75 - $29.25/hr

This Virtual Assistant role is critical in helping Rise25 create successful and ROI-driven podcasts ... Tasks may include research and booking of personal activities (ie researching and booking after ...

CNA

Risk Control Consultant, Virtual Center

Chicago, IL · On-site +1

$72K - $141K/yr

... virtual tools and technologies to deliver risk control assessments and consultative services ... LI-KC2 #LI-Remote In certain jurisdictions, CNA is legally required to include a reasonable ...

HMG Careers

Virtual Sales Rep

Harvey, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Virtual Sales Rep

Waukegan, IL · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Virtual Sales Rep

East Chicago, IN · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

HMG Careers

Virtual Sales Rep

Hammond, IN · Remote

$69K/yr

Remote Insurance Representative | Flexible Schedule | Commission-Based This position offers ... Present benefit programs and assist clients with enrollment * Build and maintain strong client ...

Snapsheet

Virtual Auto Appraiser

Chicago, IL · Remote

Remote (See geographic restrictions below) Job Type: Full Time Start Date: 7/27/2026 About ... Proven history of personal ownership over $100k+ in monthly individual sales. * Technical ...

Snapsheet

Virtual Auto Appraiser

Chicago, IL · On-site +1

Remote (See geographic restrictions below) Job Type: Full Time Start Date: 7/27/2026 About ... Proven history of personal ownership over $100k+ in monthly individual sales. * Technical ...

Thrivent

Virtual Financial Advisor - Chicago

Chicago, IL · On-site +1

$23.80 - $26.45/hr

Virtual Financial Advisor - Remote Chicago, Illinois Bring your skills to a deeply purposeful ... Meet with clients virtually to provide personal, actionable and achievable advice and connect ...

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All JobsPersonal JobsRemote Virtual Personal Assistant JobsRemote Virtual Personal Assistant Jobs in Chicago, IL

Remote Virtual Personal Assistant information

See Chicago, IL salary details

$11

$25

$34

How much do remote virtual personal assistant jobs pay per hour?

As of Aug 18, 2026, the average hourly pay for remote virtual personal assistant in Chicago, IL is $25.13, according to ZipRecruiter salary data. Most workers in this role earn between $21.06 and $28.22 per hour, depending on experience, location, and employer.

What is a remote virtual personal assistant?

Remote virtual personal assistants are professionals who provide administrative, organizational, or technical support to individuals or businesses from a remote location. They typically handle tasks such as scheduling appointments, managing emails, organizing files, making travel arrangements, and performing research. By working virtually, they help clients save time and stay organized without the need for an on-site presence. Many businesses and entrepreneurs hire virtual assistants to increase productivity and focus on core activities. Virtual assistants often use internet-based tools and communication platforms to collaborate with their clients effectively.

How does a remote virtual personal assistant typically coordinate and communicate with clients and team members?

As a remote virtual personal assistant, you will primarily use digital communication tools such as email, instant messaging platforms (like Slack or Microsoft Teams), and video conferencing (such as Zoom) to stay connected with clients and other team members. Clear and consistent communication is key, as you may be managing multiple tasks and schedules across different time zones. Regular check-ins, detailed updates, and proactive follow-ups help ensure that projects run smoothly and expectations are met. You'll often work independently, but successful virtual assistants build strong working relationships by being responsive and reliable in their communication.

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

To thrive as a Remote Virtual Personal Assistant, you need strong organizational abilities, time management skills, and proficiency in administrative tasks, often supported by a background in office administration or related experience. Familiarity with tools like Google Workspace, Microsoft Office Suite, project management software, and communication platforms such as Slack or Zoom is typically required. Excellent written and verbal communication, discretion, and proactivity are standout soft skills for this role. These competencies ensure smooth workflow, effective remote support, and high client satisfaction in a virtual environment.

What is the difference between Remote Virtual Personal Assistant vs Remote Executive Assistant?

AspectRemote Virtual Personal AssistantRemote Executive Assistant
CredentialsBasic administrative skills, sometimes certifications in office softwareAdvanced administrative skills, often with project management or executive support certifications
Work EnvironmentRemote, flexible, often freelance or contract basisRemote, supporting executives or teams within organizations
Employer & IndustryIndividuals, entrepreneurs, small businessesCorporations, executives, large organizations
Search & Comparison IntentYesYes

The main difference between a Remote Virtual Personal Assistant and a Remote Executive Assistant lies in their scope and level of support. Virtual Personal Assistants typically handle personal tasks and basic administrative duties for individuals or small businesses, often on a freelance basis. Executive Assistants support high-level executives with more complex scheduling, project management, and confidential tasks within larger organizations. Both roles are remote, but Executive Assistants usually require more specialized skills and experience.

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

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

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

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

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

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

Remote Virtual Personal Assistant jobs near you
Infographic showing various Remote Virtual Personal Assistant job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, 4% Contract, and 1% Nights. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $52,278 per year, or $25.1 per hour.

Personal Assistant - Remote

YO AI Labs

Chicago, IL • Remote

$25 - $40/hr

Full-time

Posted 7 days ago

Job description

Job Title: Personal Assistant

Location: Remote
Job Type: Contractor
Pay: $20–$34/hour

Job Overview

We are looking for an experienced Personal Assistant to provide administrative and organizational support while managing schedules, communications, and daily operations in a remote work environment.

Key Responsibilities
  • Manage calendars, appointments, and daily schedules.
  • Organize and prioritize multiple tasks efficiently.
  • Draft, edit, and proofread emails and documents.
  • Coordinate communication with stakeholders and follow up on tasks.
  • Maintain accurate records and documentation.
  • Recommend process improvements to enhance productivity.
Required Skills
  • Organization
  • Time Management
  • Multitasking
  • Communication
  • Attention to Detail
  • Proficiency with productivity and collaboration tools
Qualifications
  • 5+ years of experience as a Personal Assistant, Executive Assistant, or in a similar administrative role.
  • Excellent written and verbal communication skills.
  • Strong organizational, problem-solving, and multitasking abilities.
  • Experience working remotely and managing multiple priorities effectively.