Upwork home
Sign up
Secondary

Hire the best Technical Support Specialists in Chicago, IL

Check out Technical Support Specialists in Chicago, IL with the skills you need for your next job.
Hire freelancers
  • $100 hourly
    • 5.0/5
    • (50 jobs)
    Live video production multi-talent (Technical Director, Producer, Talent, Live Streamer) specializing in Esports, News Entertainment, and Corporate video. • Produced live virtual News programming for theGrio, Entertainment Studios and Live Production Environments Areva Martin's "The Special Report" Black Magic ATEM • Converted Scientific Symposiums to virtual events for Skin of Color Society, Global Vitiligo Foundation, and American College of Veterinary Radiology • Produced virtual engagement activations for Footlocker, Conde Nast, Zagat, and Sony Studios • Transitioned live theatrical performance to virtual for Duke Department of Theater Studies • Event producer, video director, and designer of production studios for Wizards of the Coast eSports broadcasts
    Featured Skill Technical Support
    YouTube
    Facebook
    YouTube Plugin
    Zoom Video Conferencing
    Video Production
    OBS Studio
    Videography
    Twitch
    Streamlabs OBS
    Webinar
    Virtual Assistance
    Video Stream
  • $60 hourly
    • 5.0/5
    • (1 job)
    Experienced in strategic and personal marketing strategies to win you business. Build your presence organically with awareness through social media. Also, a dedicated pickleball consultant with a proven track record of fostering growth, organizing events, and cultivating a vibrant pickleball community. Community growth driven. Let's take it to the next level!
    Featured Skill Technical Support
    Content Calendar
    Content Analysis
    Content Creation
    Content Audit
    Coaching
    Life Coaching
    Social Media Marketing
    Social Media Website
    Technical Project Management
    Freelance Marketing
    Marketing
    Phone Communication
    Social Media Management
    Social Media Content
  • $52 hourly
    • 4.7/5
    • (6 jobs)
    🌍 I build engaged communities, scale affiliate and influencer programs, and plan unforgettable events around the world. With over a decade of experience in community management, affiliate strategy, influencer marketing, and event production, I specialize in creating experiences and ecosystems that drive real brand growth. Here’s what I bring to the table: 🫶 Community Management From building ambassador programs to daily platform engagement, I’ve helped companies create communities that don’t just exist but thrive. At Typeform, I led key community initiatives across platforms, hosted webinars, managed engagement across multiple integration communities, and helped turn customers into advocates. I know what it takes to keep people coming back and participating. At Qwoted, I worked by building their affiliate community from the ground up through recruiting experts and PR pros, maintaining engagement through Slack and AMAs, and running direct outreach to keep affiliates connected to the brand. 🤝 Affiliate & Influencer Management At Qwoted, I managed a growing affiliate program for media and PR professionals by recruiting partners, tracking conversions, creating promotional assets, and handling all communication and support. I also run influencer campaigns for my e-commerce brand (I Just Want to Say Journals), where influencer-driven sales are our top-performing channel. I know how to find the right creators, manage outreach and onboarding, and track results that matter. ✨ Global Event Production As the founder of Vows Well Traveled, I plan and execute intimate destination weddings and elopements across Mexico, Europe, and the U.S. by coordinating everything from logistics to vendor management to full experience curation. I bring that same level of white-glove detail to brand events, mixers, and community meetups. 🛠 Tools I Work With: Slack, Notion, Reclaim, Klaviyo, Webflow, Canva, Typeform, Circle, Discord, GSheets, Monday.com, and more. 📌 If you're looking for someone to: Grow your online community Launch or scale your affiliate/influencer program Create strategic community campaigns Plan global in-person or virtual events Let's make it happen. I bring strategy and execution!
    Featured Skill Technical Support
    Leadpages
    WordPress
    Drip
    Social Customer Service
    Travel Planning
    Shopify
    Squarespace
    Customer Support
  • $150 hourly
    • 0.0/5
    • (0 jobs)
    Mike Gellman is an experienced Sales Engineer at Intercom with a solid background in technical support, customer service, and sales. With a proven track record in driving deals, solving customer issues, and leading projects, he excels in fast-paced environments and is adept at collaborating with cross-functional teams to achieve business objectives.
    Featured Skill Technical Support
    Customer Support
    Startup Consulting
    Sales Engineering
    Physical Security
    Penetration Testing
    Linux
    Notion
    HubSpot
    Salesforce
    Intercom
  • $33 hourly
    • 0.0/5
    • (1 job)
    Experienced cybersecurity professional with a track record of delivering technical support and customer satisfaction. Proven ability to quickly analyze and resolve complex hardware, software, and network issues. Passionate about leveraging technology to streamline processes and enhance user experiences. Key Skills & Expertise: Technical Support: Successfully resolved a high volume of technical issues (20-30 daily), developing clear documentation for future reference. Reduced student support tickets by 75% for 900+ students through data analysis and streamlined troubleshooting. Cybersecurity: Led security office hours, effectively explaining complex security concepts to diverse audiences. Experience resolving complex security issues related to virtual machines and network connectivity. Project Management: Led cross-functional teams during beta course launch, ensuring successful project delivery on time and within budget. Communication & Collaboration: Excellent interpersonal skills, able to communicate effectively with both technical and non-technical audiences. Strong team player with a collaborative approach to problem-solving.
    Featured Skill Technical Support
    Problem Solving
    Technical Project Management
  • $45 hourly
    • 0.0/5
    • (0 jobs)
    Projects. 1. Methodically maintaining up-to-date records of all computers by diligently inputting their unique tag numbers into a centralized spreadsheet. 2. Thoroughly executing the installation and setup of printers and scanners, and conducting comprehensive operational checks to ensure functionality prior to site departure, ensuring client satisfaction. 3. Maintaining meticulous records of Adobe licenses, emails, passwords, and related information by diligently logging them into a spreadsheet. 4. Providing hands-on assistance to customers, both remotely and in person, with their computer systems. Additionally, ensuring the seamless installation and operational integrity of docking stations before concluding the service visit. 5. Ensuring exceptional customer service is our top priority in every interaction. From
    Featured Skill Technical Support
    End User Technical Support
    Network Administration
    Windows 11 Administration
    Scanner
    Printer
    Troubleshooting
    Microsoft Windows
    Helpdesk
    Computer
  • $35 hourly
    • 0.0/5
    • (0 jobs)
    Profile: Management IT Specialist and Analyst Programmer with +3 years experiences. English as a Second Language (ESL) Advanced Level at Richard J. Daley College. Regular communication is important to me, so let’s keep in touch.
    Featured Skill Technical Support
    Techno
    Technical Project Management
    Server
    Phone Communication
    Tech & IT
    Customer Service
  • $35 hourly
    • 0.0/5
    • (0 jobs)
    👋🏾 Hi, I’m Avia — a seasoned Customer Support Specialist with over 5 years of experience helping startups scale their service operations while keeping customer satisfaction high. I specialize in: Email, Phone & Chat Support Tier 1 & Tier 2 Technical Troubleshooting Root Cause Analysis & Escalation Handling CRM tools like Zendesk, Salesforce, Kustomer & more Process Documentation & Customer Education I’ve worked in fast-paced environments like tech startups, airlines, and subscription-based companies—managing 50+ inquiries a day, maintaining 95%+ CSAT scores, and reducing repeat issues through smart workflows. Clients love working with me because I’m clear, calm under pressure, and always looking for ways to improve systems—not just put out fires. Whether you need help with customer service, technical support, or building scalable support systems—I’ve got you. Let’s make your customers feel supported and seen.
    Featured Skill Technical Support
    Social Media Engagement
    Community Management
    Chat & Messaging Software
    Email
    Kustomer
    Slack
    Salesforce
    Zendesk
    CRM Software
    Customer Support
    Phone Communication
    Customer Service
  • $50 hourly
    • 0.0/5
    • (0 jobs)
    Customer experience professional with a mixed background in frontline support and customer experience operations. Skilled in leveraging machine learning and AI to optimize tools like Intercom and Zendesk, improving resolution rates, reducing handle times, and driving automation. Effective at cross-functional collaboration and guiding teams through complex systems and workflows.
    Featured Skill Technical Support
    Live Chat Software
    Ticketing System
    CRM Development
    Bot Development
    Customer Service
    Intercom
  • $35 hourly
    • 0.0/5
    • (0 jobs)
    I'm an IT Systems Engineer with 20 years of experience specializing in enterprise infrastructure, end-user support, and IT project management. Expertise in hardware deployment, network security, cloud solutions, and trading applications. I have a proven ability to optimize IT environments, streamline operations, perform root cause analysis (RCA) and enhance system reliability across global teams. Core Competencies: * Hardware - Dell workstations, Dell rackmount PCs, HP Moonshots, VMWare virtual machines, HP Thin Client, Cisco Meraki * Enterprise Technologies - Microsoft 365, Active Directory, Bloomberg, PowerShell, HP printer management, SysTrack, DNS, DHCP, Azure, iOS, Android, MDM, InTune, Citrix Workspace * Trading Applications - FactSet, S&P Cap IQ, Refinitiv Eikon * Project Management - Vendor relations, deployment, problem management, disaster recovery
    Featured Skill Technical Support
    Customer Service
    Server
    Techno
    Tech & IT
  • $35 hourly
    • 0.0/5
    • (0 jobs)
    I can type and write well my interest are art, dance, and swimming. I graduated with my master's in education. My favorite thing to do is dance and swim.
    Featured Skill Technical Support
    Tech & IT
    Techno
    Server
    Phone Communication
    Customer Service
  • $22 hourly
    • 0.0/5
    • (1 job)
    Greetings! I’m Conner, I have a passion for technology and love to solve tech problems. I’ve been in IT for 6 years now and have become great at solving issues as well as passing knowledge onto you. Like a doctor, I can explain the issue you are having and how to avoid causing the issue in the future. I am committed to resolving your issue with the upmost urgency because your time is valuable. As an added on bonus I will do my best to instruct you on how to avoid having the issue in the future. I started my career in IT after my first year in college. After my parents divorce, I had no money, skills, or network to continue school or guide me into finding a job. With little resources I went to YouTube and started learning anything and everything my curious mind could get its hands on. I’m happy to say I’ve made a very good career for myself where I am currently employed doing IT for the government. My drive and tenacity allows me to complete 3x the amount of work as my colleagues. I’m a self made, self taught Service Desk technician. If you would like someone who will work day and night to understand and resolve your IT issue then I am your man. Cheers! Conner
    Featured Skill Technical Support
    Application
    Android
    Software
    iPhone
    Phone Support
    Computer
    Printer
    Phone Communication
    Microsoft Windows
    macOS
    Tech & IT
  • $25 hourly
    • 0.0/5
    • (0 jobs)
    I’m an extremely passionate and dedicated social media expert. I am very experienced with video and photo editing for content creation, as well as curating audiences for particular brands and companies.
    Featured Skill Technical Support
    Photo Editing
    Video Editing
    Social Media Content
    Social Media Account Setup
    Social Media Advertising
    Social Media Account Integration
    Writing
    Creative Writing
    Phone Communication
    Customer Service
  • $25 hourly
    • 0.0/5
    • (0 jobs)
    To join a company that offers me a stable and positive atmosphere and inspires me to enhance and therefore to innovate the work culture for the betterment of all parties concerned.
    Featured Skill Technical Support
    Adobe Inc.
    Phone Communication
    Customer Service
    Adobe Creative Cloud
  • $20 hourly
    • 0.0/5
    • (3 jobs)
    Objective: To obtain a position that utilizes my excellent customer service experience. I also have experience in Tech support, and virtual assistant and own a call center since 2016.
    Featured Skill Technical Support
    Scriptwriting
    Voice-Over
    Receptionist Skills
    Data Entry
    Phone Communication
    Customer Service
    Virtual Assistance
  • $20 hourly
    • 0.0/5
    • (0 jobs)
    I have an experience of 18 months in administrative management in person and 6 months virtually for care multispecialty hospital. my expedites include Strong communication, management and problem solving skills. I am passionate about improving customer services delivery and problem solving and is commitment to data-driven decision-making, I have thrived in a fast-paced environments and is passionate about leveraging data to drive strategic marketing decisions.
    Featured Skill Technical Support
    Word Processing
    Google Trends
    Problem Solving
    Task Coordination
    Management Skills
    Decision Making
    Customer Care
    Customer Service
    Organizational Design & Effectiveness
    Communication Skills
    Active Listening
    Virtual Assistance
    General Transcription
    Data Entry
  • $20 hourly
    • 0.0/5
    • (1 job)
    Highly motivated and detail-oriented individual eager to leverage strong organizational and communication skills to excel as a Virtual Assistant. I am a quick learner and passionate about providing efficient and reliable support. Ready to contribute to your success!
    Featured Skill Technical Support
    Phone Communication
    Customer Service
  • $28 hourly
    • 0.0/5
    • (0 jobs)
    Hi, I’m Diamond—a high-energy, culturally aware professional with a passion for creating meaningful experiences through customer service, content reviewing, and global connection. With years of experience assisting diverse audiences, I specialize in turning communication into connection and feedback into opportunity. My academic foundation in Sociology has shaped my ability to deeply understand people, behavior, and systems. While I didn’t follow a traditional academic path, I’ve traveled and studied across Japan (Kyoto, Okinawa, Tokyo, Hokkaido) and China, immersing myself in rich cultural environments that strengthened both my empathy and adaptability. I’ve also studied French and Spanish, giving me the tools to bridge cultures and connect across languages with ease. I’ve worked in fast-paced customer support environments, where clear communication, patience, and quick problem-solving were key. I’m also a natural when it comes to reviewing products and providing thoughtful, relatable insights that help users trust and engage with brands. My approach is always human-first: warm, attentive, and proactive. Highlights of what I bring to the table: • Bilingual & cross-cultural communication skills (Japanese, French, Spanish exposure) • Fast & accurate typing (95 WPM) for efficient support and data entry • Customer experience expertise with a human-centered touch • Proficiency in Microsoft Office, Adobe, Excel, and UX Design tools • Experience with content reviewing, product analysis, and customer insights • Charisma, creativity, and reliability—clients love how I bring joy and precision to their projects I’m the person you can count on to represent your brand with heart, handle customers with grace, and contribute thoughtfully to your team’s goals. I believe in blending professionalism with personality—and making every interaction feel valuable and authentic. Let’s collaborate and create something amazing together. Whether you’re looking for stellar customer service, product reviews, or culturally-informed content—I’ve got you covered.
    Featured Skill Technical Support
    Content Rewriting
    Content Editing
    Content Upload
    Content Creation
    Book Review
    Product Review
    Google Review
    Review Website
    Phone Communication
    Tech & IT
    Customer Service
  • $12 hourly
    • 0.0/5
    • (0 jobs)
    I’m a motivated entry-level mobile and web developer with a background in IT support and hands-on technical experience. I’m currently focused on building practical skills in iOS (Swift) and Flutter for cross-platform development. 🔹 6+ years of experience as a technical specialist (diagnostics, repair, system support) 🔹 Completed education in Programming in Computer Systems 🔹 Passionate about creating functional, user-friendly mobile apps 🔹 Strong attention to detail and a fast learner 🔹 Bilingual: Russian (native), English (intermediate) I’m ready to help bring your project to life with dedication, reliability, and a desire to grow professionally. Let’s work together!
    Featured Skill Technical Support
    Beta Testing
    Alpha Testing
    Manual Testing
    Software QA
    JavaScript
    CSS
    HTML
    App Development
    Mobile App Development
    Android App Development
    iOS Development
    Dart
    Fluent
  • $25 hourly
    • 0.0/5
    • (0 jobs)
    Providing excellent customer service and manager experience in the food industry since 2017: Seeking an opportunity in a professional administrative environment. * Great Customer Service/ Client Service/ Relationship Building * Excel at Multitasking Under Pressure * Great Teamwork and Leadership Skills * Detail Oriented * Excellent Organizational Skills * Computer Efficient in variety of POS, Customer Service Software Systems. * 2 years at home Daycare experience * Proficiency with learning management systems, online platforms, presentation software * Experienced restaurant worker * Paraprofessional license * FOID , Perc card & CCL * BASSET
    Featured Skill Technical Support
    Community Management
    Customer Service
    Phone Communication
  • $30 hourly
    • 0.0/5
    • (0 jobs)
    Strong research and problem-solving skills, with a creative approach to analysis and idea generation. Leadership abilities and excellent communication skills.
    Featured Skill Technical Support
    Server
    Phone Communication
    Customer Service
  • $50 hourly
    • 0.0/5
    • (0 jobs)
    I have a strong ability to analyze and write insightful reviews, consistently offering balanced and thoughtful feedback. Whether evaluating products, services, or experiences, I pay close attention to detail and communicate clearly, helping others make informed decisions. My reviews are known for their honesty, structure, and value, often highlighting both strengths and areas for improvement in a constructive manner.
    Featured Skill Technical Support
    Phone Communication
    Customer Service
  • $10 hourly
    • 0.0/5
    • (0 jobs)
    I’m a bilingual (English/Spanish) Virtual Assistant and Tech Support Specialist with experience helping schools and organizations stay organized, resolve technical issues, and manage inventory efficiently. Whether you need help with administrative tasks, tech troubleshooting, or inventory tracking, I can assist you remotely with professionalism and reliability. • Experienced with support ticketing systems • Skilled in Google Workspace, Microsoft Office, and data entry • Accurate in managing inventory and tracking IT equipment • Great communication and organization skills • Fast learner, adaptable, and proactive I believe that clear and consistent communication is key to a successful project. Let’s work together to make your daily operations smoother and more productive.
    Featured Skill Technical Support
    File Management
    Zoom Video Conferencing
    Microsoft Office
    Google Workspace
    Customer Support
    Email Management
    Data Entry
    Administrative Support
    Virtual Assistance
  • $124 hourly
    • 0.0/5
    • (0 jobs)
    Hello,my name is Eric and im an Entertainment multiop owner specializing in AV setup,dj uplighting,photography,photobooth services ..looking forward to working with a serious potential client thank u in advance.
    Featured Skill Technical Support
    Tech & IT
    Techno
    Server
    Technical Project Management
    Customer Service
  • $10 hourly
    • 0.0/5
    • (0 jobs)
    Certified Clinical Medical Assistant (CCMA) with strong administrative and clinical skills, recently certified in April 2025. Known for a calm, empathetic approach and ability to thrive in fast-paced environments. Seeking part-time or full customer service and/or admin roles to continuing professional growth.
    Featured Skill Technical Support
    CRM Software
    Virtual Assistance
    Data Entry
    Community Management
    Server
    Phone Communication
    Customer Service
  • $35 hourly
    • 0.0/5
    • (0 jobs)
    Professional Summary Customer-focused professional with 10+ years of experience in customer service, people management, customer success, and account management. Demonstrated success in team leadership, conflict resolution, cross-functional collaboration, and process improvement. Strong communicator with a consistent track record of enhancing customer satisfaction and operational efficiency. Proven ability to manage high volumes and complex issues in fast-paced environments.
    Featured Skill Technical Support
    Tech & IT
    Phone Communication
    Customer Service
  • $5 hourly
    • 0.0/5
    • (0 jobs)
    I’m a motivated beginner in tech support and customer service, eager to help you solve technical issues and provide friendly, reliable assistance. I’m committed to learning fast and delivering great support to make sure your needs are met with care and attention.
    Featured Skill Technical Support
    Customer Service
  • Want to browse more freelancers?
    Sign up

How hiring on Upwork works

1. Post a job

Tell us what you need. Provide as many details as possible, but don’t worry about getting it perfect.

2. Talent comes to you

Get qualified proposals within 24 hours, and meet the candidates you’re excited about. Hire as soon as you’re ready.

3. Collaborate easily

Use Upwork to chat or video call, share files, and track project progress right from the app.

4. Payment simplified

Receive invoices and make payments through Upwork. Only pay for work you authorize.

Trusted by

How do I hire a Technical Support Specialist near Chicago, IL on Upwork?

You can hire a Technical Support Specialist near Chicago, IL on Upwork in four simple steps:

  • Create a job post tailored to your Technical Support Specialist project scope. We’ll walk you through the process step by step.
  • Browse top Technical Support Specialist talent on Upwork and invite them to your project.
  • Once the proposals start flowing in, create a shortlist of top Technical Support Specialist profiles and interview.
  • Hire the right Technical Support Specialist for your project from Upwork, the world’s largest work marketplace.

At Upwork, we believe talent staffing should be easy.

How much does it cost to hire a Technical Support Specialist?

Rates charged by Technical Support Specialists on Upwork can vary with a number of factors including experience, location, and market conditions. See hourly rates for in-demand skills on Upwork.

Why hire a Technical Support Specialist near Chicago, IL on Upwork?

As the world’s work marketplace, we connect highly-skilled freelance Technical Support Specialists and businesses and help them build trusted, long-term relationships so they can achieve more together. Let us help you build the dream Technical Support Specialist team you need to succeed.

Can I hire a Technical Support Specialist near Chicago, IL within 24 hours on Upwork?

Depending on availability and the quality of your job post, it’s entirely possible to sign up for Upwork and receive Technical Support Specialist proposals within 24 hours of posting a job description.

Looking to hire for long-term or full-time assignments? See how Full-time hiring on Upwork simplifies the process.