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.

UI/UX Designer

Company: Velvetech

Location: Chicago, IL

Posted Feb 22, 2025

Proficiency in AI-driven design tools such as Figma with AI plugins, Adobe XD with Sensei features, or similar is required.

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travel 401(k) mileage reimbursement

Travel Respiratory Therapist - $1,780 per week

Company: Fusion Medical Staffing-Cardio

Location: East Chicago, Indiana

Posted Feb 16, 2025

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sign-on bonus contract professional growth

Cath Lab Technologist - $37-56 per hour

Company: Advocate Aurora Health

Location: Chicago, Illinois

Posted Feb 19, 2025

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per diem contract travel

Travel Nurse RN - PCU - Progressive Care Unit - $2,086 per week

Company: Zack Group

Location: Chicago, Illinois

Posted Feb 18, 2025

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Senior Data Analyst

Company: Chicago Public Schools

Location: Chicago, IL

Posted Feb 24, 2025

Effectively communicate technical findings to both technical and non-technical audiences. Strong understanding of statistical concepts and data analysis…

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Senior Director, Insurance Institutional Sales

Company: The Federal Home Loan Bank of Chicago

Location: Chicago, IL

Posted Feb 18, 2025

Drive Business Growth: By developing and executing strategic account plans, you’ll directly contribute to meeting sales objectives and driving significant…

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travel 401(k) mileage reimbursement

Travel Radiology Technologist - $1,841 per week

Company: Fusion Medical Staffing-Radiology

Location: Chicago, Illinois

Posted Feb 16, 2025

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full time contract travel

Travel Nurse RN - Med Surg - $2,383 per week

Company: LeaderStat

Location: Chicago, Illinois

Posted Feb 14, 2025

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assisted living travel holidays

Home Health Physical Therapist - $43-64 per hour

Company: Advocate Aurora Health

Location: North Chicago, Illinois

Posted Feb 17, 2025

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Plumbing Service Technician

Company: Stellar Plumbing

Location: Elk Grove Village, IL

Posted Feb 24, 2025

Plumbing Service Technicians determine service needs, quote prices in the field and perform repairs. Must be willing to pursue, develop, and participate in…

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travel 401(k) life insurance

Travel Surgical Technologist - $1,860 per week

Company: CrossMed

Location: Chicago, Illinois

Posted Feb 16, 2025

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travel 401(k) life insurance

Travel Radiology Technician - $1,808 per week

Company: CrossMed

Location: Chicago, Illinois

Posted Feb 17, 2025

View Details Apply on healthecareers.com

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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