Technical Leadership Jobs in Chicago, IL

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

Maintenance Technician II

Company: Advanced Technology Services

Location: North Riverside, IL

Posted Jan 22, 2025

ATS, founded in 1985, is a global industrial maintenance company with operations in the US, Mexico, and the UK. They specialize in improving factory performance through expert-level break-fix and preventative maintenance. Key responsibilities include troubleshooting, repairing, and maintaining machinery, sourcing parts, and participating in continuous improvement activities. The role requires a high school diploma or equivalent, technical degree, and relevant experience. Proficiency in electrical, mechanical, fluid power, and control systems is essential. Physical demands include standing, walking, lifting, and working in a loud, potentially hazardous factory environment.

Sales Engineer

Company: Scality

Location: Chicago, IL

Posted Jan 22, 2025

The job description outlines a Sales Engineer role at Scality, where the individual will serve as a technical product expert and trusted advisor to prospects, customers, and partners. Key responsibilities include providing technical expertise, supporting sales efforts, collaborating internally, gathering market intelligence, and staying updated on industry trends. The ideal candidate should have relevant work experience in enterprise infrastructure solutions, strong communication skills, and a deep understanding of storage technologies. The position is based in the Midwest or Western United States, with work from home and travel requirements.

Shift Supervisor Trainee

Company: CVS Health

Location: Monee, IL

Posted Jan 22, 2025

CVS Health is offering a Shift Supervisor Trainee position, an entry-level role designed to prepare employees for higher-level supervisory roles. The role involves working effectively with store management and crews, supervising activities, and ensuring smooth store operations. The company emphasizes a human-centric approach to healthcare, focusing on personal, convenient, and affordable solutions. Successful trainees can be considered for promotions to Operations Supervisor or Shift Supervisor positions, which involve leading store staff, driving store execution, and building customer loyalty through excellent service. The role requires deductive reasoning, analytical skills, and computer skills, with a flexible schedule including early mornings, overnight, and weekend shifts. Benefits include medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO.

District Support Pharmacist Part Time

Company: CVS Health

Location: Bolingbrook, IL

Posted Jan 22, 2025

CVS Health is seeking a District Support Pharmacist (DSP) to play a critical role in cultivating a culture of excellence within each pharmacy. The DSP will work within the district to cover pharmacist scheduling gaps, under the direction of the Pharmacy Manager and Rx District Leader. The role involves supporting safe and accurate prescription fulfillment, contributing to positive patient experiences, and maintaining relevant clinical and technical skills. The ideal candidate should have an active Pharmacist License, National Provider Identifier (NPI), and be not on the DEA Excluded Parties list. Preferred qualifications include 1-2 years of related work experience in a pharmacy, retail, medical, or customer service setting.

Benefit Relationship Manager

Company: CVS Health

Location: Northbrook, IL

Posted Jan 22, 2025

Wind Hub Technician - IL 2 (Sciota, IL Area)

Company: GE Vernova

Location: Peoria, IL / Remote

Posted Jan 22, 2025

GE's Onshore Wind Power is expanding rapidly, necessitating the hiring of skilled Wind Technicians. The role involves maintaining turbine operations, performing maintenance, troubleshooting complex issues, and collaborating with site leadership. Essential qualifications include a high school diploma, minimum 1-2 years of relevant experience, and the ability to work in various environments. GE Vernova offers professional development, challenging careers, and competitive compensation.

DevOps Lead

Company: Infosys

Location: Chicago, IL

Posted Jan 22, 2025

Customer Care Specialist

Company: Leidos

Location: Peoria, IL

Posted Jan 22, 2025

Leidos is seeking a Customer Care Specialist for a utility-based Energy Efficiency Program. The role involves assisting customers with energy efficiency, reviewing energy audit reports, and helping with contractor scheduling. The position is remote but prefers candidates in the Illinois Ameren area. Responsibilities include creating energy efficiency plans, managing customer data, and providing excellent customer service. Required qualifications include a high school diploma, customer service experience, and proficiency in English and Microsoft Office. Leidos values diversity, offers growth opportunities, and provides competitive compensation.

Frequently Asked Questions

What are the typical salary ranges for Technical Leadership roles by seniority level?
Engineering Manager: $140k–$190k base, often topped with 10–20% bonus and 0.5–1% equity. Director of Engineering: $190k–$240k base, 15–25% bonus, 1–3% equity. VP/Head of Engineering: $240k–$320k base, 20–30% bonus, 3–7% equity. Adjustments for cost‑of‑living and company size apply; leaders in AI/ML or multi‑cloud sectors may see a 5–10% premium.
What core skills and certifications are essential for Technical Leadership positions?
Core skills: Kubernetes & container orchestration, Terraform or Pulumi for IaC, GitOps with Flux or ArgoCD, CI/CD pipelines (GitLab CI, Jenkins, CircleCI), cloud expertise (AWS, Azure, GCP), AI Ops (MLflow, Kubeflow), data platform architecture, security (CISSP, ISO 27001), cost‑optimization, and people management. Certifications that add credibility: Certified Kubernetes Administrator (CKA), Certified Kubernetes Application Developer (CKAD), AWS Solutions Architect Professional, Google Professional Cloud Architect, Certified DevOps Professional, and Scrum Master for cross‑functional leadership.
How common is remote work for Technical Leadership roles?
Approximately 65% of Technical Leadership openings allow full‑time remote work, 20% are hybrid (3–5 days on‑site), and 15% require on‑site presence. Remote roles often demand 24/7 coverage across time zones, so leaders use asynchronous OKR reviews, distributed retrospectives, and tooling like Slack, Zoom, Azure DevOps, and Jira to coordinate squads worldwide.
What are the typical career progression paths for Technical Leaders?
Typical trajectory: Engineering Manager → Director of Engineering → VP/Head of Engineering → Chief Technology Officer or Chief Architect. Lateral moves include Enterprise Solutions Lead, AI/ML Platform Lead, Technical Advisor, or Consulting roles. Advancement hinges on mastering cross‑functional strategy, earning advanced certifications, publishing technical roadmaps, and demonstrating measurable impact on product velocity and revenue.
What industry trends should Technical Leaders be aware of?
Key trends: AI/ML Ops integration for automated model deployment, serverless and Function‑as‑a‑Service for cost‑efficient scaling, multi‑cloud governance tools like Anthos or Terraform Enterprise, AI‑driven observability and predictive monitoring, edge computing for low‑latency services, data mesh and governance frameworks, automated security (SecOps), sustainability metrics for cloud usage, and remote‑first culture with distributed leadership practices. Leaders should adopt Kubernetes‑native ops, implement cost‑monitoring dashboards, and champion DevSecOps to stay competitive.

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