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: Bolingbrook, IL

Posted Jan 24, 2025

Shift Lead

Company: Walgreens

Location: Woodstock, 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 complying with all company policies. The role requires leadership experience, fluency in English, and knowledge of store systems. Preferred qualifications include experience with store inventory control.

Shift Lead

Company: Walgreens

Location: Naperville, IL

Posted Jan 24, 2025

Tech Advisory and Delivery Senior Consultant

Company: Boston Consulting Group (BCG)

Location: Chicago, IL

Posted Jan 24, 2025

Boston Consulting Group (BCG) is a global consulting firm that specializes in business strategy and digital transformation. Founded in 1963, BCG pioneered business strategy and now helps clients with total transformation, including complex change, building competitive advantage, and driving bottom-line impact. BCG Platinion, a subsidiary, focuses on digital excellence, guiding clients into the future and enabling them to go further in their digital journeys. As a Senior Consultant, you'll have end-to-end responsibility for a client engagement module, working on digital topics and creating strategies for change. BCG offers a collaborative work environment, competitive compensation, and comprehensive benefits, including zero-premium health insurance, dental, and vision coverage, retirement contributions, and generous paid time off.

Pharmacy Manager

Company: Walgreens

Location: Calumet City, IL

Posted Jan 24, 2025

Diesel Fleet Technician III

Company: Sysco

Location: Park Ridge, IL

Posted Jan 24, 2025

Shift Lead

Company: Walgreens

Location: Peoria, IL

Posted Jan 24, 2025

Tax Manager, Property Tax Payments

Company: Walgreens

Location: Deerfield, IL

Posted Jan 24, 2025

The job involves leading a remote payments team responsible for processing daily property tax payments and handling month-end accounting activities. Key responsibilities include reviewing and approving tax payments, responding to internal payment queries, providing analysis on payment issues, and communicating with landlords and stakeholders. The role also encompasses managing tax processes, implementing tax savings strategies, developing staff, supporting audit functions, and collaborating on tax and accounting issues. The ideal candidate should have a Bachelor's degree and at least 2 years of experience in public accounting, corporate tax, or accounting, with strong skills in Microsoft Office applications and leadership experience.

Technology Sales Representative

Company: Konica Minolta Business Solutions

Location: Downers Grove, IL

Posted Jan 24, 2025

Konica Minolta is a company that values its employees and the community, offering a career in technology sales with opportunities for growth and success. As a Technology Sales Representative, one can prosper by developing business acumen, engaging in value-added conversations, and mastering advanced technology products. The role involves prospecting clients, conducting needs assessments, and collaborating with internal teams to create customized solutions. Meeting sales targets and staying updated on industry trends are key responsibilities. Konica Minolta is recognized for its commitment to innovation, customer loyalty, and sustainability.

Shift Lead

Company: Walgreens

Location: Bloomington, 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 complying with company policies. The role requires leadership experience, fluency in English, and knowledge of store systems. Preferred qualifications include experience with store inventory control.

Shift Lead

Company: Walgreens

Location: Bolingbrook, 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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