Technical Support Jobs in Chicago, IL

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Looking for Technical Support jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Technical Support position in the Chicago, IL area.

Pharmacy Technician

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by a single purpose: 'Bringing our heart to every moment of your health.' The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. Technicians are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. They must complete a rigorous training program and satisfy all registration, licensing, and certification requirements.

Site Director at Butterfield School

Company: KinderCare Learning Companies

Location: Mundelein, IL

Posted Jan 23, 2025

KinderCare Learning Companies, a recognized early childhood education provider, is seeking a Site Director. The role involves leading a team of teachers to create engaging classroom experiences, ensuring operational standards, partnering with families, and cultivating positive relationships. The ideal candidate should have at least one year of teaching experience, a passion for children, strong organizational skills, and the ability to build relationships. KinderCare offers comprehensive benefits, including discounted child care, medical coverage, mental health support, and more. The company operates in over 2,000 sites across 40 states, committed to providing high-quality child care for all families.

Adoption Change Management

Company: Reply

Location: Chicago, IL

Posted Jan 23, 2025

Valorem Reply is an award-winning digital transformation firm specializing in Microsoft technologies. Their Modern Work practice focuses on creating exceptional employee experiences through digital workspaces, intranets, and collaboration platforms. As an Adoption Change Management consultant, you'll lead change management activities, plan communications campaigns, develop training plans, and contribute to business development. The role requires a Bachelor's degree, 2 years of experience in change management, and fluency in Microsoft 365 applications. Preferred qualifications include PROSCI certification, M365 adoption experience, and delivery focus.

Store Associate

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 2025

CVS Health is seeking Retail Store Associates to join their team, emphasizing a human-centric approach to healthcare. The role involves providing excellent customer service, maintaining the sales floor, supporting store activities, and assisting in the pharmacy. The company offers competitive pay, comprehensive benefits, and opportunities for career growth. No prior retail experience is required, but a high school diploma is preferred.

Product Manager - Pangea (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 23, 2025

The job posting is for a Product Manager role at Enova International, a leading financial technology company. The role involves owning the success of key product initiatives, working closely with cross-functional teams to deliver customer-centric solutions, and driving business outcomes. The ideal candidate should have 4+ years of experience as a Product Manager or Product Owner in an agile environment, strong organizational and project management skills, and excellent communication skills. The role offers a competitive salary range of $87,000 - $126,000, along with comprehensive benefits including health, dental, and vision insurance, 401k matching, PTO, paid holidays, sabbatical program, and more. Enova International is committed to providing equal employment opportunities and fostering an inclusive culture.

Senior Adoption Change Management Consultant

Company: Reply

Location: Chicago, IL

Posted Jan 23, 2025

Valorem Reply is an award-winning digital transformation firm specializing in Microsoft technologies. They focus on data-driven enterprise IT modernization, customer experience, product transformation, and modern workplace solutions. The company's Modern Work practice comprises digital workplace experts who create exceptional employee experiences using Microsoft 365. As a Senior Adoption Change Management consultant, you will lead impactful technology change management projects, provide strategic thought leadership, and contribute to business development. The role requires a Bachelor's degree, 4+ years of change management experience, and proficiency in Microsoft 365 tools. The base compensation range is between $110,000 and $125,000.

Senior Data Scientist - Retail Pharmacy Personalization

Company: CVS Health

Location: Chicago, IL

Posted Jan 23, 2025

CVS Health is seeking a machine learning expert to build predictive models for enhancing patient engagement and experience. The role involves deploying large-scale models, conducting A/B testing, collaborating with technical teams, and working with healthcare data. Required qualifications include 3+ years of ML/DL experience, proficiency in Python, SQL, and cloud-based ML frameworks, and strong Github and MLOps skills. A Master's degree or PhD is preferred. The company offers competitive compensation, benefits, and a supportive work environment.

Senior Project Manager - Agency

Company: EVERSANA

Location: Chicago, IL

Posted Jan 23, 2025

EVERSANA INTOUCH is a leading global healthcare agency offering creative and media services, enterprise solutions, and data analytics. They specialize in connecting life science companies with consumers, healthcare professionals, and payers. The company values diversity and inclusivity, aiming to improve patient lives worldwide. They are seeking a Senior Project Manager with expert project management skills, pharmaceutical or advertising experience, and proficiency in PMO standards and processes. The role involves full lifecycle delivery and management of complex projects, leading the estimation process, and collaborating with various teams. The anticipated base salary range is $76,000 to $100,000.

Site Reliability Engineer Team Lead (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 23, 2025

Enova International is seeking a qualified candidate for a leadership role in the SRE team. The role involves leading day-to-day operations, collaborating with TechOps leadership, and mentoring team members. Responsibilities include balancing team activities, overseeing on-call rotations, and promoting operational best practices. Requirements include a Bachelor's degree in Computer Science or Engineering, strong IT infrastructure knowledge, and proven project management experience. The company offers a competitive salary, comprehensive benefits, and a values-driven work environment.

Product Manager

Company: Pangea Money Transfer

Location: Chicago, IL

Posted Jan 23, 2025

The job posting is for a Product Manager role at Pangea, a financial technology company. The role involves owning the success of key product initiatives, working closely with cross-functional teams to deliver customer-centric solutions, and driving business outcomes. The ideal candidate should have 4+ years of experience as a Product Manager or Product Owner in an agile environment, strong organizational and project management skills, and excellent communication skills. The role offers a competitive salary range of $87,000 - $126,000, along with comprehensive benefits including flexible scheduling, health insurance, 401k matching, PTO, paid holidays, sabbatical program, and more. Pangea values introspection, accountability, empowerment, excellence, and kindness, and is committed to providing equal employment opportunities.

Frequently Asked Questions

What are the typical salary ranges for technical support roles at different seniority levels?
Entry‑level (Tier‑1) agents earn $45,000–$60,000 annually, mid‑level (Tier‑2) range is $60,000–$80,000, senior (Tier‑3 or Support Engineer) earns $80,000–$100,000+, and managers or directors can reach $110,000–$140,000 depending on location and industry.
Which skills and certifications are most valued in technical support today?
Hands‑on knowledge of Windows, macOS, Linux, and cloud platforms (AWS, Azure, GCP) is essential. Certifications like CompTIA A+, Network+, Security+, ITIL Foundation, Microsoft Certified: Modern Desktop Administrator, and Cisco CCNA boost employability. Proficiency with ITSM tools (ServiceNow, Jira Service Management, Zendesk), remote desktop solutions (TeamViewer, LogMeIn), and scripting (PowerShell, Bash) is highly sought.
How common is remote work in technical support positions?
Over 70% of tech support roles now offer fully remote or hybrid arrangements. Companies prioritize 24/7 coverage, so remote agents can log on from anywhere, provided they meet security compliance and have reliable broadband.
What career progression paths exist for technical support professionals?
Typical pathways start with Tier‑1 or Help Desk Analyst, advance to Tier‑2 or Support Engineer, move into Tier‑3 or Incident Response, and can lead to roles such as Solutions Architect, Technical Consultant, or Support Manager/Director. Continuous learning and certifications accelerate upward mobility.
What industry trends are shaping the future of technical support?
SaaS adoption, cloud migration, AI‑powered chatbots, and automated ticket routing are redefining support. Managed services and Remote Monitoring & Management (RMM) platforms drive demand for proactive monitoring, while cybersecurity threats push support teams to specialize in incident response and threat hunting.

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