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.

Pharmacy Manager

Company: Walgreens

Location: Chicago, IL

Posted Jan 22, 2025

Senior Product Manager - Inventory Management

Company: Grainger

Location: Lake Forest, IL

Posted Jan 22, 2025

Grainger, a leading broad line distributor, is seeking self-motivated product managers to guide and chart a course for its enterprise systems and application development. The Senior Product Manager will establish and achieve inventory management goals, develop business plans using data, and lead a team of engineers. The role involves working with various teams, including design, analytics, and business partners, to deliver quality capabilities and measure growth. Grainger offers comprehensive benefits, including medical, dental, vision, life insurance, generous paid time off, and wellbeing programs. The company is committed to equal employment opportunity and diversity.

Production Manager

Company: Saint-Gobain

Location: Hickory Hills, IL

Posted Jan 22, 2025

The job involves managing production at the Bedford Park, IL site, ensuring high-quality products are delivered on time and within budget. This role requires a Bachelor's Degree in Engineering or Business, with 8-10 years of manufacturing experience and 3-5 years of supervisory experience. The position involves managing budgets, coordinating with various departments, and leading safety, quality, and continuous improvement initiatives. The individual will also prepare operational plans, budgets, and reports, and work closely with other business management team members for strategic growth. CertainTeed, a leading North American brand of building products, is the employer, offering a bigger purpose to change the world.

Pharmacy Operations Manager

Company: Walgreens

Location: Chicago, IL

Posted Jan 22, 2025

Shift Lead

Company: Walgreens

Location: Chicago, IL

Posted Jan 22, 2025

Strategic Account Manager, Health Plans

Company: Walgreens

Location: Deerfield, IL

Posted Jan 22, 2025

The job involves managing client satisfaction and relationships for assigned accounts, developing strategies for account management and sales growth, negotiating contracts, and providing strategic leadership for collaborative initiatives. The role requires strong interpersonal skills, problem-solving abilities, and experience in client management. The position involves working with a diverse product portfolio and may require travel up to 50% of the time. The employee will be expected to contribute to financial decisions and provide leadership, either directly or indirectly.

Product Marketing Manager (hybrid)

Company: Peapod Digital Labs

Location: Chicago, IL

Posted Jan 22, 2025

Peapod Digital Labs, an Ahold Delhaize USA company, is seeking a Product Marketing Manager. The role involves developing commercial strategies, driving growth for media channels, and supporting the Strategy & Operations Lead in growing brand equity. The ideal candidate should have 5-7 years of experience in retail, IT, or similar projects, preferably involving media or marketing channels. They should be comfortable bridging the gap between product and sales, and have strong communication skills. Peapod Digital Labs values diversity, equity, inclusion, and offers comprehensive benefits.

Veterinary Assistant

Company: Banfield Pet Hospital

Location: Edwardsville, IL

Posted Jan 22, 2025

Banfield Pet Hospital offers rewarding Veterinary Assistant careers, where professionals can advocate for pets, educate clients, and advance their careers. The role involves supporting veterinarians and technicians, maintaining patient flow, and ensuring cleanliness. Vet Assistants also educate clients about preventive care and mentor team members. Banfield provides comprehensive benefits, including 401(k) participation, paid time off, and Optimum Wellness Plans for pets. The company supports professional growth with development plans, learning opportunities, and community involvement.

Routing Project Manager

Company: Coca-Cola

Location: Rosemont, IL

Posted Jan 22, 2025

Pharmacy Intern

Company: Walgreens

Location: Homewood, IL

Posted Jan 22, 2025

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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