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Work From Home Remote Virtual Assistant Jobs in Chicago, IL

Rise25

Virtual Assistant

Chicago, IL · Remote

$21.75 - $29.25/hr

Answer and filter emails from clients, referral partners, podcast guests and prospects, support the ... work US hours and follow up with people via email so we need flawless written and verbal English ...

HMG Careers

Work From Home Sales Specialist

Lemont, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Work From Home Sales Specialist

Harvey, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

HMG Careers

Work From Home Sales Specialist

Justice, IL · Remote

$69K/yr

Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers ... schedule virtual meetings with clients * Present benefit programs and assist clients with ...

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Work From Home Remote Virtual Assistant information

See Chicago, IL salary details

$11

$25

$34

How much do work from home remote virtual assistant jobs pay per hour?

As of Sep 3, 2026, the average hourly pay for work from home remote virtual 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 the difference between Work From Home Remote Virtual Assistant vs Freelance Content Writer?

AspectWork From Home Remote Virtual AssistantFreelance Content Writer
CredentialsBasic administrative skills, sometimes certifications in office softwareWriting skills, portfolio, possibly a degree in English or related field
Work EnvironmentHome-based, remote, often ongoing tasksHome-based, project-based or ongoing, flexible hours
Employer & IndustryBusinesses, entrepreneurs, small companies across industriesMedia, marketing, publishing, online platforms
Search & Comparison IntentLooking for administrative remote jobsSearching for freelance writing opportunities

While both roles are remote and flexible, a Work From Home Remote Virtual Assistant primarily handles administrative tasks like scheduling and email management, whereas a Freelance Content Writer focuses on creating written content for clients. The skills, credentials, and industries differ, catering to distinct professional needs.

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

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

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

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

Work From Home Remote Virtual Assistant jobs near you
Infographic showing various Work From Home Remote Virtual Assistant job openings in Chicago, IL as of August 2026, with employment types broken down into 69% Full Time, 23% Part Time, and 8% Contract. Highlights an 100% Remote job distribution, with an average salary of $52,278 per year, or $25.1 per hour.

Virtual Assistant

Rise25

Chicago, IL • Remote

$21.75 - $29.25/hr

Other

Re-posted 6 days ago

Job description

Job Details: 

Want to help change the world, one relationship at a time? We help businesses build great relationships using podcasts and content marketing. 

Rise25 is looking for a Highly Organized, Detail-Oriented Virtual Assistant to support two busy cofounders and the rest of the team. 

Job Description: 

This Virtual Assistant role is critical in helping Rise25 create successful and ROI-driven podcasts for our B2B clients. 

Key Responsibilities: 

  • Answer and filter emails from clients, referral partners, podcast guests and prospects, support the Rise25 team, and pay close attention to all details. 
  • Manage incoming support tickets from clients and send email updates. 
  • Coordinate appointments with our clients and prospects via Google Calendar. 
  • Organize documents in Google Drive and create Google spreadsheets. 
  • Attend regular check-ins and meetings with the team.
  • Manage our Gifting program to send gifts to clients, referral partners and team members
  • Assist the episode production team when needed. 

This position is location-independent and self-paced. Ideally, we are looking for someone who can devote at least 20-40 or more hours per week.

You must be good at self-direction and taking initiative. In addition, it is important to us that all of our team members are detail-oriented and meticulous; therefore, in the application form below, when it asks for your “favorite vegetable?” please fill in the word “eggplant.”

Required Skills:

  • coordinate appointments with our clients and prospects via google calendar
  • organizing documents in Google drive
  • creating Google spreadsheets
  • quick communication in Slack and Clickup
  • we need someone to work US hours and follow up with people via email so we need flawless written and verbal English
  • must have reliable Internet at home
  • Tasks may involve booking travel, airfare, and hotels  
  • Tasks may include research and booking of personal activities (ie researching and booking after school activities for executives’ family/children)
  • must know how to do password sharing using password sharing software tools
     

Who We Are:

Rise25, LLC is a company on a mission to help businesses connect with their ideal prospects, referral partners, and strategic partners using a podcast.

Co-founders Dr. Jeremy Weisz, a chiropractor turned serial entrepreneur, and John Corcoran, a former White House writer and speechwriter, were early adopters of the podcasting medium and between them have over 22+ years of experience with podcasting. Today, Rise25 works with top-notch B2B businesses around the globe, including one of the nation’s largest ticket sellers, consulting firms, law firms, and more. Learn more at: www.Rise25.com/about

Please fill this out to be considered:

(NOTE: Please only apply through this link and do not contact us through other means or channels.)

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