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.

Machine Builder/Machinist

Company: Lorenz Engineering

Location: Itasca, IL

Posted Jul 31, 2025

The ideal candidate will possess strong mechanical knowledge and experience with CAD software, particularly AutoCAD, to assist in the design and development of…

IT Security & Controls Analyst

Company: Lawson Products

Location: Chicago, IL

Posted Jul 31, 2025

Undergraduate degree in engineering, computer science, or other technical discipline, plus five to seven years of security-specific experience, with at least…

Enterprise Data & Analytics Platforms Director

Company: Mars Wrigley Confectionery UK (SLO, WAL, ISB & PAD)

Location: Chicago, IL

Posted Jul 31, 2025

As a strategic leader, the Director of Data Platforms and Architecture will oversee the implementation and optimization of cutting-edge data technologies &…

Sr. Manager, eCom & Customer Marketing Ops

Company: Kraft Heinz Company

Location: Chicago, IL

Posted Jul 31, 2025

Partner with Brand Teams to identify and develop strategy and creatives for retail media and shopper marketing programs that align with both customer objectives…

Industrial Electrician

Company: Nobert Plating Company

Location: Chicago, IL

Posted Jul 31, 2025

Collaboration with maintenance, operations, and engineering teams will be key to driving productivity and ensuring compliance with all regulatory and safety…

Acme Operator 3 Years of Experience

Company: E. J. Basler Company

Location: Schiller Park, IL

Posted Jul 31, 2025

Position and secure tools in holders, verifying accuracy using gauges and measuring instruments. Maintain and replace worn tools, sharpening them as necessary.

Preservation Analyst, Audit and Monitoring, Information Governance

Company: Google

Location: Chicago, IL

Posted Jul 31, 2025

4 years of experience in Information Governance, eDiscovery or a related field (e.g., data governance, privacy). Ability to develop and understand strategy.

Lead Machine Learning Engineer

Company: Capital One

Location: Chicago, IL

Posted Jul 31, 2025

Master's or doctoral degree in computer science, electrical engineering, mathematics, or a similar field. You’ll participate in the detailed technical design,…

Senior Project Manager - #2061

Company: Pivotal Talent Search

Location: Chicago, IL

Posted Jul 31, 2025

Escort design team, lenders, and other project stakeholders through construction sites to perform status reviews and draw meetings.

Field Solutions Architect, Generative AI Technologies, Google Cloud

Company: Google

Location: Chicago, IL

Posted Jul 31, 2025

Master's degree in Computer Science, Engineering, or a related technical field. Coordinate regional field enablement with leadership and work with product and…

Sr. Project Manager/Scrum Master

Company: Computer Enterprises Inc

Location: Chicago, IL

Posted Jul 31, 2025

Bachelor's degree in Computer Science or related field. This onsite Chicago-based role is hands-on and client-facing, requiring strong Agile leadership,…

Healthcare Project Manager

Company: WM

Location: Chicago, IL

Posted Jul 31, 2025

Education: Bachelor's Degree (accredited) in Environmental Sciences, Accounting, Business or related field, or in lieu of degree, High School Diploma or GED (…

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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