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.

Target Security Specialist

Company: Target

Location: Bolingbrook, IL

Posted Jan 24, 2025

Lead Counsel, Privacy

Company: Meta

Location: Chicago, IL

Posted Jan 24, 2025

Meta is hiring a privacy attorney with global privacy law expertise to drive high-impact initiatives and ensure compliance with evolving privacy obligations. The role involves strategic thinking, strong business acumen, and excellent legal judgment. The ideal candidate should have 5+ years of legal experience, including in-house or government experience, and a deep understanding of global privacy laws, especially those relevant for social media, internet, and technology companies. The position offers a competitive salary, bonus, equity, and benefits.

Senior Modeler

Company: Discover

Location: Riverwoods, IL

Posted Jan 24, 2025

Discover is offering a job opportunity for a Data Scientist. The role involves developing predictive models, utilizing machine learning, and presenting results to management. The company values unique skills and offers growth opportunities. The position requires a Master's degree in a related field and 2+ years of experience in data-based analytical solutions. Preferred qualifications include a Ph.D. and 4+ years in the financial service industry. The base pay ranges from $125,000 to $175,000, with additional incentives. Benefits include paid parental leave, 401(k), health benefits, and more. Discover is committed to diversity and inclusion.

Veterinarian

Company: Banfield Pet Hospital

Location: Mount Prospect, IL

Posted Jan 24, 2025

Warehouse Associate Days Part Time

Company: Grainger

Location: Minooka, IL

Posted Jan 24, 2025

Grainger, a leading industrial distributor, is hiring part-time Warehouse Associates. The role involves safely completing inbound and outbound tasks, ensuring products are shipped correctly, and maintaining a clean, safe work environment. The company offers competitive pay, benefits, and opportunities for growth. The ideal candidate should be comfortable working on their feet, have attention to detail, and be able to pass a drug screen and background check.

AP Associate Consultant

Company: CDW

Location: Vernon Hills, IL

Posted Jan 24, 2025

Target Security Specialist

Company: Target

Location: Crestwood, IL

Posted Jan 24, 2025

Target is offering a job for a Security Specialist with a starting hourly rate of $19.75 USD. The role involves ensuring guest and team safety, crisis response, and preventing theft. The job requires skills in intelligence-led tactics, de-escalation, and use of Target's video surveillance system. The company values teamwork, providing meaningful experiences, and ethical conduct. The ideal candidate should be at least 18, have a high school diploma, and be comfortable with physical tasks like lifting and climbing.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage ) (T0894)

Company: Target

Location: Joliet, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is offering a General Merchandise Expert position with a starting hourly rate of $16.50 USD. The role involves creating a welcoming experience for guests, ensuring product availability, and maintaining accurate pricing and signing. The team leads inbound, outbound, replenishment, inventory accuracy, presentation, pricing, and promotional signing processes. Target values team members' growth and offers opportunities for skill development. The job requires a welcoming attitude, ability to communicate on multiple frequency devices, and handle merchandise efficiently.

Shift Lead

Company: Walgreens

Location: Joliet, IL

Posted Jan 24, 2025

The role involves managing store operations, including opening and closing the store, handling cash, managing inventory, and ensuring a positive customer experience. Key responsibilities include managing deliveries, processing returns and refunds, maintaining store cleanliness, and assisting with pharmacy tasks. The position requires leadership experience, fluency in English, and knowledge of store systems. The role is based in Joliet, IL, with a salary range of $17 - $19 hourly.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage ) (T0868)

Company: Target

Location: Crestwood, IL

Posted Jan 24, 2025

Target, a Fortune 50 company, is seeking a General Merchandise Expert. The role involves creating a welcoming experience for guests, ensuring product availability, accurate pricing, and presentation. The team leads inbound, outbound, replenishment, inventory accuracy, and promotional signing processes. The job requires knowledge of guest service fundamentals, retail business, and operational procedures. Key responsibilities include engaging with guests, maintaining GM areas, executing workload, and ensuring safety and compliance. Target offers training and competitive benefits.

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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