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: Naperville, IL

Posted Jan 23, 2025

Target Security Specialist

Company: Target

Location: Chicago, IL

Posted Jan 23, 2025

Technical Director

Company: Accenture

Location: Chicago, IL

Posted Jan 23, 2025

Internal Controls & Compliance Manager

Company: Accenture

Location: Chicago, IL

Posted Jan 23, 2025

Accenture, a leading global professional services company, is seeking a Finance professional with Big 4 auditing experience for a role in Chicago, IL. The ideal candidate will have a Bachelor's degree, at least 5 years of experience in auditing, and exposure to technology/analytics in risk assessment. Key responsibilities include recommending improvements for internal controls, liaising with Internal & External Audit, and serving as a key contact for business partners. The role also involves coordinating recruitment, delivering training, and providing on-the-job training to team members. Accenture is committed to diversity and inclusion, and offers competitive compensation and benefits.

Store Manager Unassigned

Company: Walgreens

Location: Rock Island, IL

Posted Jan 23, 2025

The role involves learning Walgreens' operations and ways of working to lead full store operations, including front-end and pharmacy. The individual is responsible for completing an accelerated development track to Store Manager, shadowing or assisting the Store Manager, and overseeing store operations. This includes customer engagement, resolving complaints, and ensuring a positive customer experience. The role also involves operations management, business performance management, and people & performance management. The individual must be fluent in English, willing to work flexible hours, and have retail management experience. Preferred qualifications include PTCB certification, a Bachelor's degree, and managerial experience in retail or hospitality.

Pharmacy Intern

Company: Walgreens

Location: Marion, IL

Posted Jan 23, 2025

Maintenance & Engineering Director

Company: Diageo

Location: Plainfield, IL

Posted Jan 23, 2025

Diageo, a global leader in beverage alcohol, seeks a Maintenance & Engineering Director for its Plainfield site. This role is crucial as Plainfield is the key Innovation and Technical Center for Diageo North America, producing significant new product innovations. The incumbent will provide leadership in Engineering and Maintenance, overseeing CAPEX budgeting, project management, asset management, and environmental compliance. Key responsibilities include ensuring equipment reliability, making authoritative decisions on capital programs, and developing long-term site strategy. The role requires a Bachelor's degree in Engineering, at least 8 years of management experience in consumer product manufacturing, and strong technical, financial, and leadership skills.

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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