Technical Leadership Jobs in Chicago, IL

41,748 open positions · Updated daily

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.

Design Director, New York or Chicago

Company: Omnicom Production

Location: Chicago, IL

Posted Mar 31, 2025

Portfolio that showcases brand consistency through design systems, detailed design, scaled campaigns across channels, OLV, banners, PDP and social-first…

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Research Analyst

Company: The University of Chicago

Location: Chicago, IL

Posted Apr 01, 2025

Minimum requirements include a college or university degree in related field. Bachelor’s Degree in economics or related quantitative field.

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SVP, System Chief Nursing Officer

Company: No Employer

Location: Chicago, Illinois

Posted Mar 31, 2025

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Commercial Plumber

Company: World Renown Clean

Location: Wood Dale, IL

Posted Mar 26, 2025

Must possess a valid driver's license and reliable transportation to job sites. Proven experience as a plumber or in a similar field service role.

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Generative AI Engineer

Company: CME Group

Location: Chicago, IL

Posted Mar 26, 2025

Software Engineering Excellence: Deep understanding of software engineering best practices, including code quality, testing, low-level design, software design…

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Resident Care Coordinator

Company: Sunrise Senior Living

Location: Chicago, Illinois

Posted Mar 23, 2025

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Creatio Developer and Implementation Specialist

Company: Velvetech

Location: Chicago, IL

Posted Apr 02, 2025

GROWTH opportunities, skills and competencies improvement, and professional certification. Provide training and support to clients during and after the…

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Sous Chef

Company: LSG Sky Chefs

Location: Des Plaines, IL

Posted Mar 28, 2025

Understand and demonstrate concepts of financial controls (ex: keep food cost within budget, control stock levels while being cost conscious, minimize waste).

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Registered Vascular Technologist

Company: Cook County Health

Location: Chicago, Illinois

Posted Mar 26, 2025

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PSYCHIATRIST

Company: U.S. Army 3rd Medical Recruiting Battalion

Location: Chicago, Illinois

Posted Mar 23, 2025

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Obstetrician Gynecologist

Company: Womens Health Group

Location: Chicago, Illinois

Posted Mar 22, 2025

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Project Manager, Construction

Company: Wheatland Tube, LLC

Location: Chicago, IL

Posted Apr 03, 2025

Leads cross-functional teams, including construction, logistics, design/engineering, and manufacturing groups – Coordinates all stakeholders for seamless…

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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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