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.

Carpenter

Company: Oak Park Elementary School District 97

Location: Oak Park, IL

Posted Apr 14, 2025

Build, set decoration and possible painting – design, organization of materials (building, painting, dressing). Middle School- Grades 6-8.

HVAC Technician

Company: S & C Electric Company

Location: Chicago, IL

Posted Apr 11, 2025

Tasks include measuring, working from ladders, dismantling equipment, reading and interpreting drawings, disconnecting and reconnecting equipment, cutting,…

HVAC Technician

Company: Seven Executive

Location: Chicago, IL

Posted Apr 10, 2025

Respond to emergency customer calls (on-call approximately one week every 1-2 months). Minimum 4 years of HVAC field experience (chiller experience preferred).

Digital Marketing Acquisition Manager

Company: KeyBank National Association

Location: Chicago, IL

Posted Apr 09, 2025

Set affiliate marketing strategy for checking and credit cards. Coordinate creative and landing page updates, and providing input on design and strategy.

Electrical and Instrumentation Technician

Company: Alsip MiniMill, LLC

Location: Alsip, IL

Posted Apr 04, 2025

Demonstrated competence in heavy industrial continuous-process environment (i.e., oil refinery, chemical plant, power plant, etc.). Life/ADD, STD/LTD Insurance.

Youth Workforce Development Manager

Company: SGA YOUTH & FAMILY SERVICES NFP

Location: Chicago, IL

Posted Apr 17, 2025

Minimum of five years of supervisory or administrative experience in workforce development, youth services, or a related field.

Business Diversity Analyst

Company: Chicago Public Schools

Location: Chicago, IL

Posted Apr 17, 2025

Bachelor’s degree in Business Administration, Finance, Information Technology, or a related field of study from an accredited college or university.

Residential Service Plumber

Company: Olympian Plumbing LLC

Location: Niles, IL

Posted Apr 17, 2025

Possession of a valid plumbing license or certification in compliance with local regulations. Valid driver's license and a clean driving record.

Senior Data Engineer

Company: Velvetech

Location: Chicago, IL

Posted Apr 10, 2025

You will design, implement, and optimize data pipelines and ETL processes, ensuring high performance, scalability, and reliability.

Journeyman Plumber

Company: Renuity

Location: Bensenville, IL

Posted Apr 08, 2025

Previous technical and trade experience (5+ years). Current and valid Journeyman Plumbing License in Posted State is required. Competitive Pay: $55-60/hr.

Registered Nurse 11-7 Night Shift

Company: Alden Lincoln Park Rehabilitation and Health Care Center

Location: Chicago, IL

Posted Apr 11, 2025

Must possess a current, unencumbered license to practice as a RN or LPN in the State of Illinois and/or Wisconsin. Nursing assessment of change of condition.

Director of Sales and Marketing | St Johns Resort Plymouth Michigan

Company: Schulte Hospitality Group

Location: Chicago, IL

Posted Apr 16, 2025

Strong understanding of digital marketing tools and platforms, including social media, SEO, PPC, and email marketing. About Saint John's Resort *.

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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