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.

Manager, Advanced Manufacturing Engineer - Machining

Company:

Location: Elk Grove Village, IL

Posted Jan 30, 2025

View Details Apply on The Muse

Manager, Advanced Manufacturing Engineer - Machining

Company:

Location: Chicago, IL

Posted Jan 30, 2025

View Details Apply on The Muse

Manager, Advanced Manufacturing Engineer - Machining

Company:

Location: Palatine, IL

Posted Jan 30, 2025

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Manager, Advanced Manufacturing Engineer - Machining

Company:

Location: Aurora, IL

Posted Jan 30, 2025

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Senior Category Manager

Company:

Location: Chicago, IL

Posted Jan 30, 2025

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Senior Client Partner, Large Customer Sales (Financial Services)

Company: Reddit

Location: Chicago, IL

Posted Jan 30, 2025

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Manager, Advanced Manufacturing Engineer - Machining

Company:

Location: Wheaton, IL

Posted Jan 30, 2025

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clear vision of career leadership support major projects from start to finish

Rate Filing Analyst

Company: CNA

Location: Chicago, IL

Posted Jan 30, 2025

CNA is offering a Rate Filing Analyst position with a clear career vision and leadership support. The role involves working on major projects, preparing actuarial rate filings, and collaborating with various departments. The ideal candidate should be a creative self-starter with strong technical skills in Microsoft Excel, SQL, and/or VBA. The position offers a hybrid work schedule and a competitive salary range of $76,000 to $95,000 annually. CNA is committed to fostering a culture where employees feel valued and their abilities are fully utilized.

View Details Apply on BuiltIn

Senior Category Manager

Company:

Location: Gurnee, IL

Posted Jan 30, 2025

View Details Apply on The Muse

Patient Services Supervisor- UI Health Hospital

Company: Aramark

Location: Chicago, IL

Posted Jan 30, 2025

View Details Apply on The Muse

Manager, Advanced Manufacturing Engineer - Machining

Company:

Location: Chicago, IL

Posted Jan 30, 2025

View Details Apply on The Muse

Teacher at Hillcrest Elementary

Company: KinderCare Learning Companies

Location: Downers Grove, IL

Posted Jan 30, 2025

View Details Apply on The Muse

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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