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Freelance Tech Support Jobs in Chicago, IL (NOW HIRING)

VML

Freelance Program Director

Chicago, IL · On-site +1

You have your finger on the pulse on the latest technology trends. You are a leader, able to convey ... Consult and support and serve as a key pillar to our internal production and account teams as you ...

VML

Freelance Program Director

Chicago, IL · On-site

You have your finger on the pulse on the latest technology trends. You are a leader, able to convey ... Consult and support and serve as a key pillar to our internal production and account teams as you ...

VML

Account Supervisor - Freelance

Chicago, IL · On-site

Consult and support and serve as a key pillar to our internal product, project and account teams as ... technology leaders and you will have an active role within VML, with visibility and involvement in ...

VML

Associate Account Director - Freelance

Chicago, IL · On-site

... Strategic, technology and Project Management teams. The ideal candidate will have experience ... Consult and support and serve as a key pillar to our internal product, project and account teams as ...

BGBx

VP, Associate Creative Director, Art

Chicago, IL · On-site

$170K - $200K/yr

... technologists, and data experts to tackle some of healthcare's most important challenges. Our teams ... Position Overview The VP, ACD, Art is responsible for providing direct support to the Creative ...

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All JobsTech Support JobsFreelance Tech Support JobsFreelance Tech Support Jobs in Chicago, IL

Freelance Tech Support information

See Chicago, IL salary details

$27.8K

$44.8K

$68K

How much do freelance tech support jobs pay per year?

As of Aug 31, 2026, the average yearly pay for freelance tech support in Chicago, IL is $44,791.00, according to ZipRecruiter salary data. Most workers in this role earn between $38,600.00 and $48,400.00 per year, depending on experience, location, and employer.

What is freelance tech support?

Freelance tech support refers to independent professionals who provide technical assistance and troubleshooting services to individuals or businesses on a contract or per-project basis, rather than as full-time employees. These freelancers help solve issues related to computers, software, networks, and other technology, often working remotely or on-site as needed. They may handle tasks such as installing software, removing viruses, setting up networks, or providing user training. Freelance tech support offers flexible solutions for clients who need expert help without hiring permanent staff.

What are freelance tech support jobs?

Freelance tech support jobs are any positions in which you provide help for computer software and hardware related issues. In this career, you are an independent contractor that handles customer service responsibilities for technology. You decide if you want to accept a contract or not and assist the client until you resolve the issue completely. Your duties include listening to a client's problem, answering questions, monitoring networks, managing system administration, updating software, replacing hardware, testing systems, installing both software and hardware, and resolving connectivity problems. Freelance IT jobs may require you to visit a location or solve issues over the phone. An information technology engineer is a common job title in this field.

What are the key skills and qualifications needed to thrive as a freelance tech support specialist, and why are they important?

To thrive as a Freelance Tech Support specialist, you need solid troubleshooting skills, a comprehensive understanding of hardware and software systems, and often a background in IT or relevant certifications like CompTIA A+ or Microsoft Certified: Modern Desktop Administrator. Familiarity with remote support tools (such as TeamViewer or LogMeIn), ticketing systems, and diagnostic utilities is typically required. Strong communication, patience, and customer service skills help you explain technical issues clearly and build trust with clients. These abilities are crucial to efficiently resolving problems, maintaining client satisfaction, and sustaining a successful freelance business.

What are some common challenges freelance tech support professionals face when managing multiple clients?

Freelance tech support specialists often juggle several clients with varying technical needs and priorities, which can make time management and communication challenging. Each client may use different systems, software, and hardware, requiring you to quickly adapt and troubleshoot a wide range of issues. Additionally, balancing urgent requests while maintaining regular maintenance can be demanding, so setting clear expectations and boundaries is essential. Staying organized and using ticketing or project management tools can help you manage workloads efficiently and maintain high-quality service across all clients.

What is the difference between Freelance Tech Support vs IT Support Specialist?

AspectFreelance Tech SupportIT Support Specialist
CredentialsVaries; often self-taught or certifications like CompTIA A+Typically requires certifications like CompTIA A+ or Network+
Work EnvironmentRemote or on-site, independent contractsUsually in-house or helpdesk environments
Employer/Industry UsageFreelance platforms, small businesses, startupsCorporations, IT departments, managed service providers
Search/Comparison IntentLooking for flexible, independent tech support servicesSeeking full-time or part-time IT support roles

Freelance Tech Support offers flexible, independent services often on a contract basis, suitable for small businesses or individuals. IT Support Specialists typically work within organizations, providing ongoing technical assistance as part of a team. Both roles require technical skills and certifications, but their work environments and employment structures differ significantly.

More about Freelance Tech Support jobs

What are the most commonly searched types of Tech Support jobs in Chicago, IL?

The most popular types of Tech Support jobs in Chicago, IL are:

What are popular job titles related to Freelance Tech Support jobs in Chicago, IL?

For Freelance Tech Support jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Freelance Tech Support jobs in Chicago, IL look for?

The top searched job categories for Freelance Tech Support jobs in Chicago, IL are:

Freelance Tech Support jobs near you
Infographic showing various Freelance Tech Support job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 70% Full Time, 24% Part Time, and 5% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $44,791 per year, or $21.5 per hour.

Freelance Program Director

Chicago, IL • On-site, Remote

VML
Marketing • 1 - 5K employees
Learn more about VMLexternal

Full-time

Posted 27 days ago

Job description

Freelance Program Director

(open to remote EST or CST)

Who we are looking for:

VML is seeking a Freelance Program Director, who will be responsible for overseeing the overall delivery stack, all related processes, software and hardware for a dedicated client in the Automotive space, and act as a primary point of contact with client leadership, all stakeholders and serve as the "connective tissue" between internal resources and external connections.  This role will serve as part Project Leader, Management Consultant and Delivery Manager both for our client stakeholders and internal production teams.

The ideal candidate will have experience leading in and thriving in an agile and collaborative work environment. You will have worked on complex production delivery projects/campaigns, inclusive of all project elements and phases from inception to completion while remaining cool under pressure. You are familiar with the complexities and regulations within marketing content and its production. You consider yourself a team captain - someone who can manage scopes of work, complex technical roll outs and workstreams across different interagency teams and agency partners with ease. You have your finger on the pulse on the latest technology trends. You are a leader, able to convey strategic insights and offer consultation to internal and external stakeholders.

What you will do:

  • You will work with internal Process and Project Management teams to drive innovative initiatives, analyze, plan and implement the technological solutions that are part of our roadmap and drive cross-brand projects acting as the primary point of contact for clients.
  • Consult and support and serve as a key pillar to our internal production and account teams as you identify opportunities for streamlining, automating or implementing efficient processes within VML and for our clients.
  • Own and grow the relationship with the counterparts at our clients, such as internal creative and social media groups, Business Technology Leaders and License Owners and you will have an active role within VML, with visibility and involvement in the development of new proposals, products and services.

Who you are:

  • A Builder, possessing an entrepreneurial attitude coupled with strong business acumen. You possess the gravitas and appetite to bring people together, while marshaling people and building consensus to drive ideas and launch solutions.
  • Open and collaborative: Our team is close-knit and supportive and we're working with a lot of unknowns. You must be a champion of team environments that are comfortable and encouraging.
  • Optimistic and resilient: Dig in and figure out how to work around problems. Exemplify a "Yes and why not?" posture. Takes care of self and team. Balance needed to maintain stamina and positivity.
  • Ego-less: We all wear the hats that need wearing, it's a mentality that makes the team successful.

What You'll Need:

  • Ideally 5+ years of project and delivery management experience in advertising or marketing communications; a minimum of 3+ years of hands-on experience managing technical, digital projects and other 360 campaigns (digital, CLM, CRM, etc.)
  • PMP certification is nice to have and successful implementation of Agile a plus
  • Experience of working in (preferably large) agencies on large global accounts
  • Self-driven with proven experience working with multi-disciplinary teams (CX, UX, Tech, Creative, PM/AM) across remote offices
  • Good understanding of emerging web standards, user-centered design, optimization and search practices
  • Experience with SalesForce Marketing Cloud a plus
  • High EQ and the ability to read what a team needs to help motivate them
  • Proficiency in MS Office products
  • Availability to travel within the US and to other VML offices

Apply