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.

dental insurance health insurance life insurance

Director of Nursing Operations - Endoscopy

Company: Cook County Health

Location: Chicago, Illinois

Posted Apr 20, 2025

View Details Apply on healthecareers.com

Manual Horizontal Boring Mill Operator

Company: Swingmaster Corporation

Location: Franklin Park, IL

Posted Apr 22, 2025

Read and interpret blueprints, technical drawings, and work instructions to determine machining specifications.

View Details Apply on SimplyHired

CNC Supervisor / Lead Manager

Company: Swingmaster Corporation

Location: Franklin Park, IL

Posted Apr 17, 2025

High school diploma or GED required; associate degree or technical certification in machining/manufacturing preferred.

View Details Apply on SimplyHired

Tax Senior - Financial Services Organization - State and Local Tax - Real Estate

Company: EY

Location: Chicago, IL

Posted Apr 20, 2025

A CPA certification, or good standing as a member of a state bar. Staying abreast of state & local tax developments and work to develop new and innovative…

View Details Apply on SimplyHired

Corporate Analyst-Japanese Bilingual

Company: Pasona N A, Inc.

Location: Chicago, IL

Posted Apr 22, 2025

Provide quality service to the bank’s clients mostly over the telephone and e-mail; working closely with Account Officers in case of complex transactions and…

View Details Apply on SimplyHired

CNC Mill Machinist

Company: ERA Industries LLC

Location: Elk Grove Village, IL

Posted Apr 21, 2025

Ability to use measuring tools including, but not limited to, micrometers, calipers, thread gages, bore gages, dial and test indicators and height gages.

View Details Apply on SimplyHired
staffing agency contract travel

Travel Interventional Radiology Technologist - $2,735 per week

Company: MedPro Healthcare Allied Staffing

Location: Chicago, Illinois

Posted Apr 20, 2025

View Details Apply on healthecareers.com

Tax Services Manager - FSO - GCR/Insurance EDGE

Company: EY

Location: Chicago, IL

Posted Apr 18, 2025

Direct experience in state and local taxation (e.g., state return compliance, state income tax accounting, state apportionment fundamentals).

View Details Apply on SimplyHired

Senior Data Engineer / Analytic Engineer

Company: Velvetech

Location: Chicago, IL

Posted Apr 18, 2025

As a Senior Data Engineer / Analytic Engineer (Microsoft Fabric), you will lead the design, implementation, and optimization of data engineering pipelines and…

View Details Apply on SimplyHired

Power BI Developer

Company: Velvetech

Location: Chicago, IL

Posted Apr 18, 2025

Design, develop and support data analytics using Power BI service, self-service models, and visualization tools. Experience with differen large language models.

View Details Apply on SimplyHired
hospital holidays

Breast Sonographer - $40-60 per hour

Company: Advocate Aurora Health

Location: Chicago, Illinois

Posted Apr 21, 2025

View Details Apply on healthecareers.com

Manager, Ontology & Data Modeling

Company: Capital One

Location: Chicago, IL

Posted Apr 22, 2025

Understand and leverage technology and end-state architecture vision in partnership with Technology, Machine Learning, and other Capital One teams to support…

View Details Apply on SimplyHired

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.

Related Pages

All Technical Leadership Jobs 1,413 jobs All Jobs in Chicago, IL 269,976 jobs Technical Leadership in Remote 1,993,816 jobs Technical Leadership in Other US Location 1,734,616 jobs Technical Leadership in New York City, NY 460,824 jobs Technical Leadership in Multiple Locations 405,800 jobs Technical Leadership in USA 363,856 jobs Technical Leadership in Washington DC 281,080 jobs Travel in Chicago, IL 79,837 jobs Full Time in Chicago, IL 46,687 jobs Retirement Plan in Chicago, IL 43,124 jobs 401(K) in Chicago, IL 37,542 jobs Health Insurance in Chicago, IL 34,384 jobs Life Insurance in Chicago, IL 33,039 jobs