Technical Leadership Jobs in Chicago, IL

41,754 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.

Shift Lead

Company: Banfield Pet Hospital

Location: Chicago, IL

Posted Jan 25, 2025

View Details Apply on The Muse

Security Analyst II (Operations Support)

Company: Walgreens

Location: Deerfield, IL

Posted Jan 25, 2025

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Facility Technician I

Company: Sysco

Location: Atlanta, IL

Posted Jan 25, 2025

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CDL A Local Delivery Truck Driver-Earn up to $90k/year, Plus $10k Sign On Bonus

Company: Sysco

Location: Minooka, IL

Posted Jan 25, 2025

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Shift Lead

Company: Walgreens

Location: Naperville, IL

Posted Jan 25, 2025

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Senior Consultant

Company: Infosys

Location: Chicago, IL

Posted Jan 25, 2025

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world's largest shared electric vehicle company 700+ million rides in 250+ cities Named a Time 100 Most Influential Company

Senior Accountant, Technical Accounting & Financial Reporting

Company: Lime

Location: Chicago, IL

Posted Jan 25, 2025

Lime, a leading global shared electric vehicle company, is hiring a Senior Accountant for its Corporate Accounting team. The role involves preparing financial statements, managing lease accounting, and developing global accounting policies. The ideal candidate should have a Bachelor's degree in Accounting, CPA certification, and 3+ years of relevant experience. Lime offers competitive salaries, health and wellness benefits, flexible vacation policies, and professional growth opportunities. The company is committed to diversity and inclusion, and is an Equal Opportunity Employer.

View Details Apply on BuiltIn

Shift Lead

Company: Walgreens

Location: Aurora, IL

Posted Jan 25, 2025

View Details Apply on The Muse

Shift Lead

Company: Walgreens

Location: Chicago, IL

Posted Jan 25, 2025

View Details Apply on The Muse

Equipment Service Technician - PEORIA/BLOOMINGTON

Company: Coca-Cola

Location: Peoria, IL

Posted Jan 25, 2025

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Senior Information Systems Analyst (Computer Sys Security Anlyst 3) - 4275

Company: Alion Science and Technology

Location: O'Fallon, IL

Posted Jan 25, 2025

View Details Apply on The Muse

GBM Private, CMG, Consumer & Retail / Business Services Associate, Chicago

Company: Goldman Sachs

Location: Chicago, IL

Posted Jan 25, 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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