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.

Shift Lead

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

The job involves managing store operations, including opening and closing, cash handling, inventory management, and customer service. Key responsibilities include engaging customers, resolving issues, coaching team members, maintaining store cleanliness, and ensuring compliance with regulations. The role requires leadership experience, fluency in English, and flexibility for various shifts. Preferred qualifications include knowledge of store inventory control and pharmacy certification.

Beauty and Wellness Consultant

Company: Walgreens

Location: Villa Park, IL

Posted Jan 24, 2025

Shift Lead

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

Pharmacy Intern

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

Shift Lead

Company: Walgreens

Location: St. Charles, IL

Posted Jan 24, 2025

Technical Consultant

Company: SUSE

Location: Peoria, IL

Posted Jan 24, 2025

SUSE, a global leader in open source solutions, is expanding its consulting team. They seek experienced Linux consultants with strong technical skills and interpersonal abilities. The role involves designing, reviewing, and implementing Linux environments for SUSE customers, collaborating with engineering and support teams, and troubleshooting issues. The ideal candidate has 6+ years of IT experience, 3+ years in consulting, and a proven track record in delivering projects. SUSE values inclusivity, empowerment, and integrity, offering a dynamic environment for career growth.

Shift Lead

Company: Walgreens

Location: Calumet City, IL

Posted Jan 24, 2025

The job involves managing store operations, including opening and closing the store, handling cash, managing inventory, and ensuring a positive customer experience. Responsibilities also include coaching team members, maintaining store cleanliness, and ensuring compliance with regulations. The role requires leadership experience, fluency in English, and knowledge of store systems. Preferred qualifications include experience with store inventory control.

Pharmacy Intern

Company: Walgreens

Location: Chicago, IL

Posted Jan 24, 2025

Summer Pharmacy Intern

Company: Walgreens

Location: Edwardsville, IL

Posted Jan 24, 2025

Shift Lead

Company: Walgreens

Location: Romeoville, IL

Posted Jan 24, 2025

Shift Lead

Company: Walgreens

Location: Wheaton, IL

Posted Jan 24, 2025

The job involves managing store operations, including opening and closing the store, handling cash, managing inventory, and ensuring a positive customer experience. Responsibilities also include coaching team members, maintaining store cleanliness, and assisting with pharmacy tasks. The role requires leadership experience, fluency in English, and knowledge of store systems. The position offers a salary range of $17 - $19 per 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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