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Remote Weekend Virtual Assistant Jobs in Chicago, IL

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 for our B2B clients. Key Responsibilities: * Answer and filter emails from clients, referral ...

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

Remote Sales Representative

Stickney, 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

Remote Benefits Advisor

Oak Lawn, 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

Sales Coordinator Remote

Gary, IN · 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

Sales Coordinator Remote

Gilberts, 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

Sales Coordinator Remote

Grant Park, 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

Remote Sales Representative

Markham, 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

Sales Coordinator Remote

Palos Heights, 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

Sales Representative Remote

Brookfield, 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

Remote Sales Representative

Ridgefield, 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

Sales Coordinator Remote

Gary, IN · 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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Showing results 1-20

All JobsVirtual JobsRemote Weekend Virtual Assistant JobsRemote Weekend Virtual Assistant Jobs in Chicago, IL

Remote Weekend Virtual Assistant information

See Chicago, IL salary details

$11

$25

$34

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

As of Aug 8, 2026, the average hourly pay for remote weekend 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 are common challenges faced by remote weekend virtual assistants, and how can they be managed effectively?

Remote Weekend Virtual Assistants often face challenges such as balancing multiple client requests during high-traffic periods and maintaining clear communication despite differing time zones. To manage these effectively, it’s important to set clear expectations with clients about availability and response times, use project management tools to track tasks, and prioritize urgent requests. Proactive communication and regular check-ins with clients help prevent misunderstandings and ensure smooth workflow, even when working independently during weekends.

What skills and qualifications are needed to thrive as a remote weekend virtual assistant?

To thrive as a Remote Weekend Virtual Assistant, you need strong organizational skills, excellent written and verbal communication, and proficiency in administrative tasks, often supported by experience in office management or customer service. Familiarity with remote collaboration tools like Slack, Zoom, Google Workspace, and project management platforms is typically required. Outstanding time management, reliability, and the ability to work independently set top performers apart. These skills ensure seamless support for clients, efficient task completion, and smooth operations outside traditional business hours.

What is the difference between Remote Weekend Virtual Assistant vs Remote Part-Time Administrative Assistant?

AspectRemote Weekend Virtual AssistantRemote Part-Time Administrative Assistant
CredentialsBasic computer skills, organizational skillsBasic computer skills, organizational skills
Work EnvironmentRemote, flexible hours on weekendsRemote, flexible or fixed hours, often weekdays or weekends
Employer & IndustryFreelance, small businesses, entrepreneursCompanies, organizations, small businesses
Search & Comparison IntentYesYes

The Remote Weekend Virtual Assistant and Remote Part-Time Administrative Assistant roles share similar skills and remote work environments. However, the Virtual Assistant typically works on weekends and may handle a broader range of tasks for multiple clients, while the Administrative Assistant often works for a single employer with more routine administrative duties. Both roles are flexible and suitable for those seeking part-time remote work, but their primary focus and work schedules differ.

What is a remote weekend virtual assistant?

Remote Weekend Virtual Assistants are professionals who provide administrative, organizational, or personal support to businesses or individuals from a remote location, specifically during weekends. Their tasks can include managing emails, scheduling appointments, handling customer service inquiries, and performing data entry. Working remotely allows them to support clients from anywhere, making this role ideal for those seeking flexible, part-time work. Weekend availability is key, as many businesses require assistance outside traditional weekday hours.
What are popular job titles related to Remote Weekend Virtual Assistant jobs in Chicago, IL? For Remote Weekend Virtual Assistant jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Weekend Virtual Assistant jobs in Chicago, IL look for? The top searched job categories for Remote Weekend Virtual Assistant jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Weekend Virtual Assistant jobs? Cities near Chicago, IL with the most Remote Weekend Virtual Assistant job openings:
Remote Weekend Virtual Assistant jobs near you

Virtual Assistant

Rise25

Chicago, IL • Remote

$21.75 - $29.25/hr

Other

Re-posted 10 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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