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.

Chef Manager

Company: Canteen Dining Compass Group USA

Location: Wood Dale, IL

Posted May 14, 2025

Opportunities for professional growth and creative input in menu design and kitchen operations. Leverage digital tools to manage recipes, ordering systems, and…

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$40+/Hour-Off-Duty/Retired Law Enforcement Security-Chicago Metro

Company: P4 Security Solutions

Location: Chicago, IL

Posted May 13, 2025

Customer service and front desk reception. Deliver professional and courteous customer service to residents, tenants, employees, students, and guests.

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Ambulatory RN 2 - Allergy/Immunology Clinic

Company: Rush University Medical Center

Location: Chicago, IL

Posted May 08, 2025

Current license and credentials by the state they are assigned. 6.Utilizes evidence-based ambulatory care nursing interventions during clinical visits,…

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Archive Data Analyst

Company: Rush University Medical Center

Location: Chicago, IL

Posted May 14, 2025

The analyst will be involved in all project activities including archive intake, technical execution, operational workflow review, and validation testing to…

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Security Identity Analyst

Company: HUB International

Location: Chicago, IL

Posted May 12, 2025

Contribute with analysis, governance, role mining, and certification operations related to identity management. Willingness to travel up to 10% of working time.

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Associate Director, Brand Strategy

Company: The University of Chicago

Location: Chicago, IL

Posted May 14, 2025

Minimum requirements include a college or university degree in related field. Working alongside the Senior Director of Brand, develops and refines strategic…

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Project Manager

Company: Michael Page

Location: Chicago, IL

Posted May 14, 2025

Bachelors degree in Construction Management or a related field is preferred. Train and develop the Project team and schedule project resources.

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health system full time be or bc

OBGYN Opportunties

Company: Northwestern Medicine Regional Medical Group

Location: Geneva, IL – Sycamore, IL

Posted May 12, 2025

View Details Apply on healthecareers.com

CNC Operator

Company: Billco Corporation

Location: Addison, IL

Posted May 08, 2025

Strong understanding of blueprint reading and technical drawings. 2-3 years experience using measuring tools such as micrometers and calipers for quality…

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403(b) 457(b) ad&d insurance

Executive Director for Innovation & Technology and Non-Tenured Faculty Open Rank

Company: University of Illinois Chicago College of Dentistry

Location: Chicago, Illinois

Posted May 12, 2025

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HVAC Service Technician

Company: EMCOR Services Team Mechanical, Inc.

Location: Chicago, IL

Posted May 12, 2025

Attend promptly to service calls dispatched through Service and at times direct from customer. Each employee has a responsibility for their own safety, the…

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Senior Manager Audit

Company: LKQ Corporation

Location: Chicago, IL

Posted May 12, 2025

Develop, plan and manage the delivery of reports to the Leadership Team and the Audit Committee providing an independent assessment of the efficiency and…

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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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