Technical Leadership Jobs in Chicago, IL

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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 de Cuisine

Company: Augments Jobs

Location: Chicago, IL

Posted Aug 02, 2025

Oversee the preparation, cooking, and presentation of high-quality meals for both large and small events, catering services, and hotel guests.

Senior Manager, Corporate Affairs Operations

Company: Adtalem Global Education

Location: Chicago, IL

Posted Aug 04, 2025

PMP certification or equivalent project management credentials strongly preferred. Leadership skills with experience managing teams and driving organizational…

Heating, Ventilation, and Air Conditioning Technician

Company: Going Green Home Solutions LLC

Location: Chicago, IL

Posted Aug 02, 2025

Valid driver's license is required for travel to job sites. Maintain accurate records of service calls, repairs performed, and parts used using smartphone and/…

Project Manager

Company: Engtal

Location: Chicago, IL

Posted Aug 04, 2025

Bachelor's degree in Construction Management, Engineering, or related field preferred (but not required based on experience).

Analytics & Reporting Analyst

Company: Health Care Service Corporation

Location: Chicago, IL

Posted Aug 03, 2025

BASIC FUNCTION: (TECHNICAL CLAIMS)/ (CLAIMS) This position is responsible for improving health care operations by identifying business process re-engineering…

Lead Business Intelligence Analyst

Company: Caterpillar

Location: Chicago, IL

Posted Aug 02, 2025

REQS: This position requires a master’s degree, or foreign equivalent, in Data Science, Computer Engineering, Industrial Engineering, or related field plus 4…

Sales Associate, Holiday Seasonal, Lincoln Park- Williams Sonoma

Company: Williams-Sonoma, Inc.

Location: Chicago, IL

Posted Aug 04, 2025

Efficiently and accurately perform register transactions i.e. sales, returns, and exchanges. Assist in implementation and maintenance of visual merchandise…

Electrician

Company: International Paper (Illinois)

Location: Northlake, IL

Posted Aug 02, 2025

Performing electrical, mechanical, pneumatic, hydraulic and other repairs and installations as needed. Reading electrical block diagrams, schematics.

Solutions Architect - Central US

Company: Infoblox

Location: Chicago, IL

Posted Aug 04, 2025

Collaborating closely with the field sales teams and our customers , you will help the sales team develop new business by working directly with customers and…

Software Development Engineer, Veteran Opportunity

Company: Amazon.com Services LLC

Location: Chicago, IL

Posted Aug 04, 2025

Strong knowledge of Computer Science fundamentals in object-oriented design, data structures, algorithm design, problem solving, and complexity analysis.

2025 Data for Good Hackathon - Data Science Analyst - Manhattan, New York

Company: JPMorganChase

Location: Chicago, IL

Posted Aug 03, 2025

You will work on projects focusing on machine learning, business intelligence, data engineering, and visualization, combining your technical skills and…

Print Production Designer

Company: Cushing

Location: Chicago, IL

Posted Aug 02, 2025

Be present at (in-person or video) client intake/review meetings, take notes, and translate design feedback and intention into design work. $22 – $26/hour.

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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