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.

Senior Operational Security Engineer

Company: CVS Health

Location: Springfield, IL

Posted Jan 24, 2025

CVS Health is seeking a security operations engineer with extensive experience in cloud security, Zero Trust principles, and automation. The role involves developing and enforcing security policies, collaborating with cross-functional teams, and ensuring the health and security of systems in multi-cloud environments. The ideal candidate will have a strong technical background, including expertise in observability, anomaly detection, and incident response. The company offers competitive compensation, comprehensive benefits, and opportunities for professional growth.

Teachers at Stratford KinderCare

Company: KinderCare Learning Companies

Location: Glendale Heights, IL

Posted Jan 24, 2025

KinderCare Learning Companies, the first and only early childhood education provider recognized with the Gallup Exceptional Workplace Award, offers a variety of early education and child care options. They invest in teachers, center staff, and field leaders, who are considered the heart and soul of the business. The company provides comprehensive benefits, including discounted child care, medical, dental, and vision coverage, and employee assistance programs. KinderCare operates in more than 2,000 sites and centers across 40 states, committed to providing high-quality child care to all families, regardless of their background.

Intern, Mechanical Reliability

Company: CN

Location: Homewood, IL

Posted Jan 24, 2025

Canadian National Railway Company (CN) is seeking a motivated individual for a full-time Intern, Mechanical Reliability position in Homewood, IL from May-Aug 2025. The role involves supporting the Mechanical department, preparing calculations and reports, integrating tracking plans, analyzing mechanical design choices, and contributing to project leadership. CN offers an exciting environment with opportunities for learning, growth, and recognition. Interns benefit from various activities including train yard tours, intern game-hours, case competitions, and learning sessions. The company is committed to safety, integrity, and inclusivity, with a 93% satisfaction rating for its internship program.

Director of Engineering, NA

Company: Diageo

Location: Plainfield, IL

Posted Jan 24, 2025

Diageo, a global leader in alcohol, seeks a North American Director of Engineering & Strategic Projects. The role involves leading the delivery and implementation of Diageo North America's capital budget ($200MM+ annually) across various business areas. The ideal candidate should possess strong knowledge in high-speed bottling, canning, and beverage alcohol distillation plant operations. They must demonstrate excellent leadership, communication, and interpersonal skills. The Director will be responsible for project, packaging, and process engineering, setting and supporting Diageo's diversity, sustainability, and reliability standards. Key responsibilities include managing project budgets, improving line efficiencies, ensuring safety and quality, and developing vendor relationships.

Teachers at Vernon Hills KinderCare

Company: KinderCare Learning Companies

Location: Vernon Hills, IL

Posted Jan 24, 2025

KinderCare Learning Companies, the first and only early childhood education provider recognized with the Gallup Exceptional Workplace Award, offers a variety of early education and child care options. They emphasize building confidence in kids, families, and the future. The company values its teachers, center staff, and field leaders, providing them with comprehensive benefits and opportunities for career growth. They implement a curriculum tailored to each child's needs, fostering a safe, nurturing environment for learning and growth. KinderCare's commitment to quality child care is reflected in their accredited programs across 40 states and the District of Columbia.

Teachers at Round Lake Beach KinderCare

Company: KinderCare Learning Companies

Location: Mundelein, IL

Posted Jan 24, 2025

KinderCare Learning Companies, the first and only early childhood education provider recognized with the Gallup Exceptional Workplace Award, offers a variety of early education and child care options. They emphasize building confidence in kids, families, and the future. The company values its teachers, center staff, and field leaders, providing them with comprehensive benefits and opportunities for career growth. They implement a curriculum tailored to each child's needs, fostering a safe, nurturing environment for learning and growth. KinderCare's commitment to quality child care is reflected in their accredited programs across 40 states and the District of Columbia.

Sr Lead Cybersecurity Architect

Company: JPMorgan Chase

Location: Chicago, IL

Posted Jan 24, 2025

The job posting is for a Senior Lead Cybersecurity Architect position at JPMorgan Chase. The role involves guiding cybersecurity principles, processes, and controls, providing technical guidance, and serving as a subject matter expert. The ideal candidate should have formal training in software engineering, hands-on experience in delivering enterprise-level cybersecurity solutions, and advanced knowledge in cybersecurity architecture and technical processes. The company offers a competitive total rewards package, comprehensive benefits, and values diversity and inclusion.

Practitioner Sales Hunter L2

Company: Wipro

Location: Chicago, IL

Posted Jan 24, 2025

Wipro is seeking a Practice Manager/Director for Oracle Services. The role involves building strong customer relationships, engaging with CXOs and business owners, and influencing digital strategy and technology. The ideal candidate should have expertise in business processes outsourcing, knowledge of Oracle platforms, and experience in selling and delivering large project transformations. They will collaborate with global teams, manage the pre-sales process, and provide thought leadership in technology areas. Wipro is committed to creating an inclusive workplace and values diversity.

Patient Care Technician

Company: DaVita

Location: Decatur, IL

Posted Jan 24, 2025

DaVita, an Italian term for 'giving life', is recruiting a Patient Care Technician for an outpatient dialysis center in Decatur, Illinois. The role involves direct patient care, technician duties, and building long-term relationships with patients. No dialysis experience is required, and DaVita offers comprehensive training, clear career advancement paths, and a supportive team environment. The position requires flexibility, comfort with blood and needles, and physical stamina for long hours. Benefits include competitive compensation, extensive healthcare coverage, and opportunities for professional growth.

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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