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Senior Technical Support Jobs in Chicago, IL (NOW HIRING)

Learn more at flexera.com The Senior Technical Support Engineer is responsible for resolving the complex customer issues involving mission critical production environments, collaborating with team ...

Senior Technical Support Engineer

Chicago, IL ยท On-site +1

$90K - $110K/yr

THE OPPORTUNITY The Senior Technical Support Engineer provides product-focused technical resolution for issues that require deep investigation. This role owns complex troubleshooting within defined ...

About the Job Join us as a Senior Technical Support Engineer and help drive the resilience, scale, and efficiency of our global value transfer infrastructure. This role is perfect for a highly ...

About the Job Join us as a Senior Technical Support Engineer and help drive the resilience, scale, and efficiency of our global value transfer infrastructure. This role is perfect for a highly ...

You will partner with Senior Technical Support Specialists, Senior Technical Accounts Specialists, the Manager, Technical Accounts, and the broader Supply organization to ensure requests ...

Technical Accounts Specialist

Chicago, IL ยท On-site

$60 - $80/hr

You will partner with Senior Technical Support Specialists, Senior Technical Accounts Specialists, the Manager, Technical Accounts, and the broader Supply organization to ensure requests ...

Senior Scientist Technical Support

Des Plaines, IL ยท On-site

$89K - $121K/yr

Senior Scientist Technical Support Working at Abbott At Abbott, you can do work that matters, grow, and learn, care for yourself and your family, be your true self, and live a full life. You'll also ...

Senior Scientist Technical Support

Des Plaines, IL ยท On-site

$89K - $121K/yr

Senior Scientist Technical Support Working at Abbott At Abbott, you can do work that matters, grow, and learn, care for yourself and your family, be your true self, and live a full life. You'll also ...

The Technical Support Engineer is a hands-on leader responsible for delivering exceptional support ... This role combines advanced technical expertise with people leadership, serving as a senior ...

Senior Scientist Technical Support

Des Plaines, IL ยท On-site

$89K - $121K/yr

Senior Scientist Technical Support Working at Abbott At Abbott, you can do work that matters, grow, and learn, care for yourself and your family, be your true self, and live a full life. You'll also ...

The Technical Support Engineer is a hands-on leader responsible for delivering exceptional support ... This role combines advanced technical expertise with people leadership, serving as a senior ...

Technical Support Engineer

Chicago, IL ยท On-site

$100 - $125/hr

The Technical Support Engineer is a hands-on leader responsible for delivering exceptional support ... This role combines advanced technical expertise with people leadership, serving as a senior ...

The Technical Support Engineer is a hands-on leader responsible for delivering exceptional support ... This role combines advanced technical expertise with people leadership, serving as a senior ...

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Showing results 1-20

Senior Technical Support information

See Chicago, IL salary details

$34.5K

$114.1K

$235.6K

How much do senior technical support jobs pay per year?

As of Sep 8, 2026, the average yearly pay for senior technical support in Chicago, IL is $114,080.00, according to ZipRecruiter salary data. Most workers in this role earn between $90,700.00 and $125,300.00 per year, depending on experience, location, and employer.

What is a senior technical support?

Senior Technical Support specialists are experienced professionals who provide advanced assistance and troubleshooting for technical issues related to products, services, or systems. They handle complex problems that frontline support staff cannot resolve and often serve as a bridge between customers and engineering teams. Their responsibilities may include mentoring junior staff, creating documentation, and ensuring customer satisfaction through effective problem resolution.

How does a senior technical support professional typically interact with other departments to resolve complex customer issues?

Senior Technical Support professionals often collaborate closely with engineering, product management, and quality assurance teams to address complex technical challenges. When an issue exceeds frontline troubleshooting, they escalate cases, provide detailed diagnostics, and may participate in cross-functional meetings to ensure timely resolution. This collaboration not only facilitates faster solutions for customers but also helps identify recurring problems and drive product improvements. Effective communication and teamwork are essential skills in this role, as it often acts as a bridge between the customer and internal technical teams.

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

To excel as a Senior Technical Support specialist, you need advanced troubleshooting skills, in-depth knowledge of operating systems and networks, and typically several years of experience in IT support roles. Familiarity with ticketing systems like Zendesk or ServiceNow, remote diagnostic tools, and relevant certifications such as CompTIA A+ or Microsoft Certified Solutions Expert (MCSE) are highly valuable. Strong communication, patience, and problem-solving abilities enable you to resolve complex issues and guide both users and junior staff. These skills are crucial for minimizing downtime, ensuring customer satisfaction, and maintaining efficient IT operations.

What is the difference between Senior Technical Support vs Technical Support?

AspectSenior Technical SupportTechnical Support
Required CredentialsTypically requires 3+ years experience, certifications like CompTIA A+ or Network+, and advanced troubleshooting skillsEntry to mid-level certifications, such as CompTIA A+; less experience needed
Work EnvironmentSupports complex technical issues, often in enterprise or corporate settingsHandles basic to moderate customer issues, often in call centers or help desks
Employer & Industry UsageUsed across IT, telecommunications, and technology companies for experienced support rolesCommon in retail, small business, and entry-level IT support roles

Senior Technical Support professionals handle more complex issues, require more experience and certifications, and often work in larger organizations. Technical Support roles are more entry-level, focusing on basic troubleshooting and customer assistance. The main difference lies in experience, complexity of issues handled, and scope of responsibilities.

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

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

What are popular job titles related to Senior Technical Support jobs in Chicago, IL?

For Senior Technical Support jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Senior Technical Support jobs in Chicago, IL look for?

The top searched job categories for Senior Technical Support jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Senior Technical Support jobs?

Cities near Chicago, IL with the most Senior Technical Support job openings:

Infographic showing various Senior Technical Support job openings in Chicago, IL as of September 2026, with employment types broken down into 1% As Needed, 78% Full Time, 18% Part Time, and 3% Contract. Highlights an 88% Physical, 2% Hybrid, and 10% Remote job distribution, with an average salary of $114,080 per year, or $54.8 per hour.

Senior Technical Support Engineer

Flexera

Itasca, IL โ€ข On-site, Remote

Full-time

Posted 7 days ago


Job description

Flexera saves customers billions of dollars in wasted technology spend. A pioneer in Hybrid ITAM and FinOps, Flexera provides award-winning, data-oriented SaaS solutions for technology value optimization (TVO), enabling IT, finance, procurement and cloud teams to gain deep insights into cost optimization, compliance and risks for each business service. Flexera One solutions are built on a set of definitive customer, supplier and industry data, powered by our Technology Intelligence Platform, that enables organizations to visualize their Enterprise Technology Blueprintโ„ข in hybrid environments-from on-premises to SaaS to containers to cloud.
We're transforming the software industry. We're Flexera. With more than 50,000 customers across the world, we're achieving that goal. But we know we can't do any of that without our team. Ready to help us re-imagine the industry during a time of substantial growth and ambitious plans? Come and see why we're consistently recognized by Gartner, Forrester and IDC as a category leader in the marketplace. Learn more at flexera.com
The Senior Technical Support Engineer is responsible for resolving the complex customer issues involving mission critical production environments, collaborating with team members, working to resolve escalations, and play a role in improving support processes. This role combines deep technical expertise, customer advocacy, operational excellence, and cross-functional collaboration to deliver exceptional customer outcomes.
Key Responsibilities
Technical Leadership
  • Own and lead complex technical investigations and customer escalations.
  • Partner closely with Engineering, Product Management, and other internal teams to drive timely issue resolution.
  • Develop towards being subject matter expert for assigned products and supporting technologies.
  • Participate in technical swarms, case reviews, and collaborative troubleshooting efforts.
  • Mitigate escalations through proactive customer engagement and technical leadership.
  • Develop deep expertise in FinOPs, cloud platforms, infrastructure technologies, and product integrations.

Customer Success
  • Understand customer business objectives and align technical recommendations to those outcomes.
  • Manage high-severity and high-impact customer cases.
  • Maintain excellent customer communication throughout the support lifecycle.
  • Adapt communication style appropriately for customers, executives, engineering teams, and support peers.
  • Participate in customer calls and remote technical sessions as a technical expert.
  • Drive successful outcomes while maintaining high customer satisfaction.

Knowledge Sharing and Mentorship
  • Create, review, and approve technical documentation and knowledge articles.
  • Deliver technical training sessions and contribute to internal enablement programs.
  • Identify knowledge gaps and proactively share expertise across the team.
  • Assist in developing and improving learning paths and technical training materials.

Operational Excellence
  • Demonstrate exemplary case ownership, documentation, and case hygiene.
  • Successfully manage multiple complex support cases simultaneously.
  • Ensure support processes and procedures are consistently followed.
  • Perform effective follow-the-sun handoffs and knowledge transfers.
  • Support operational agility by adjusting priorities as business needs evolve.
  • Help drive improvements to support workflows, tools, and processes.

Collaboration
  • Participate in support swarms and case reviews.
  • Seek help and assist teammates with technical challenges and case management.
  • Collaborate effectively across Support, Engineering, Product, Customer Success, and Operations teams.
  • Drive cross-functional initiatives that improve business outcomes and customer experience.
  • Identify opportunities for process improvement and advocate for positive change.

Required Qualifications
  • 5+ years of progressive experience in Technical Support, Cloud Operations, Site Reliability Engineering, DevOps, or related technical roles.
  • Strong troubleshooting and root cause analysis skills.
  • Experience supporting distributed systems, SaaS platforms, or cloud-native applications.
  • Experience working directly with engineering teams during escalations and defect investigations.
  • Experience working with enterprise CRM and ticketing systems including Salesforce and Freshdesk.
  • Demonstrate enthusiasm to development within the role and the ability to grow in their career.
  • Exceptional English verbal and written communication skills.
  • Demonstrated ability to manage multiple priorities in a fast-paced environment.

Preferred Qualifications
  • Expert-level experience with AWS, Azure, or Google Cloud Platform.
  • Kubernetes and container technologies.
  • Infrastructure automation and CI/CD concepts.
  • Networking, security, and systems administration experience.
  • FinOps, cloud cost optimization, or cloud operations experience.
  • Experience supporting Spot Ocean, Elastigroup, or similar cloud infrastructure platforms.
  • Relevant industry certifications (AWS, Azure, GCP, Kubernetes, FinOps).

Success Measures
A successful Technical Support Engineer:
  • Consistently delivers high-quality customer outcomes.
  • Frequently leads resolution of complex technical issues.
  • Demonstrates strong case ownership and documentation practices.
  • Serves as a trusted mentor and technical leader.
  • Proactively identifies and addresses knowledge gaps.
  • Contributes to support process improvements and operational effectiveness.
  • Meets or exceeds key support metrics, including customer satisfaction and responsiveness.
  • Drives collaboration across teams to improve customer experience and business results.

Referenced Technologies
  • AWS CloudWatch
  • Amazon EKS
  • Amazon ECS
  • Azure Portal
  • Azure Kubernetes Service (AKS)
  • Google Cloud Platform (GCP)
  • Google Kubernetes Engine (GKE)
  • Kubernetes
  • MySQL

Flexera is proud to be an equal opportunity employer. Qualified applicants will be considered for open roles regardless of age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by local/national laws, policies and/or regulations.
Flexera understands the value that results from employing a diverse, equitable, and inclusive workforce. We recognize that equity necessitates acknowledging past exclusion and that inclusion requires intentional effort. Our DEI (Diversity, Equity, and Inclusion) council is the driving force behind our commitment to championing policies and practices that foster a welcoming environment for all.
We encourage candidates requiring accommodations to please let us know by emailing careers@flexera.com.