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.

Data Privacy Compliance Counsel

Company: Accenture

Location: Chicago, IL

Posted Jan 22, 2025

Accenture is seeking a Data Privacy Counsel with a strong legal background and experience in digital and technology. The role involves conducting Privacy by Design reviews, providing data privacy advice, and negotiating privacy-related documents. The candidate should have a university degree, preferably a legal degree, and at least 5 years of experience in a global data privacy function.

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Hickory Hills, IL

Posted Jan 22, 2025

Monitoring and Testing Program Manager

Company: Meta

Location: Chicago, IL

Posted Jan 22, 2025

Meta is hiring for a Monitoring and Testing Program Manager role, seeking a candidate with 8+ years of experience in compliance-related practices. The role involves supporting the company's corporate compliance and risk management strategy, developing and overseeing a sustainable compliance monitoring & testing program, and executing monitoring and testing engagements. The ideal candidate should possess knowledge of compliance monitoring & testing concepts, risk-based test planning, and use of advanced technology and data analytics. They should also understand corporate compliance requirements. Meta offers a competitive salary, bonus, equity, and benefits package.

Associate Territory Manager, Midwest - Neurovascular

Company: Stryker

Location: Chicago, IL

Posted Jan 22, 2025

Stryker, a global leader in medical technologies, is seeking an Associate Sales Position for its Neurovascular division. The role involves a 12-24 month term with potential for advancement to Territory Manager. Key responsibilities include implementing launch strategies, becoming an expert in the product portfolio, and building relationships with customers. The position also involves monitoring competition, supporting market development, and participating in professional society meetings. Stryker offers comprehensive benefits including health, financial, and time-off benefits.

Food Service Director - Chicago Public Schools

Company: Aramark

Location: Chicago, IL

Posted Jan 22, 2025

Aramark's Student Nutrition offers food and nutrition services to over 350 school districts in the U.S., providing diverse dining options and nutrition education. The Food Service Director role involves leading teams, managing operations, and ensuring high-quality, healthy meals. The position offers a salary range of $77,803 - $84,000, along with comprehensive benefits. Key responsibilities include leadership, client relationship management, financial performance, productivity, compliance, and additional duties like managing front-of-house operations and implementing sustainable practices.

Operations Manager

Company: CVS Health

Location: Naperville, IL

Posted Jan 22, 2025

CVS Health is seeking an Operations Manager to lead a store team, driving execution and performance while enhancing customer service. The role involves overall store management, sales and inventory management, employee staffing and development, and financial management. The ideal candidate will have strong leadership, communication, and analytical skills, and be able to work flexible hours. CVS Health offers competitive pay, comprehensive benefits, and opportunities for professional growth.

Advisor, Insurance Market Strategy

Company: TransUnion

Location: Chicago, IL

Posted Jan 22, 2025

TransUnion is seeking an Advisor for Insurance Market Strategy. The role involves setting and implementing business plans for Property & Casualty Insurance, developing strategic business cases, and expanding TransUnion's position as an insurance industry thought leader. The ideal candidate should have an undergraduate degree, preferably in Business, Economics, Finance, or Insurance & Risk Management, and at least 5-7 years of experience in Strategy, Product Development, State Management, or Underwriting for a Property & Casualty Insurer.

Senior Manager, Tax - United States

Company: CN

Location: Homewood, IL

Posted Jan 22, 2025

CN is a world-class transportation leader and trade-enabler, committed to safety, sustainability, and customer satisfaction. The company offers a range of benefits, including an annual bonus, employee share investment program, pension, and perks. The role involves managing tax portfolios, ensuring compliance with regulations, and providing leadership to team members. The working conditions are standard office environment with regular working hours, and the company provides opportunities for growth and development.

Pharmacy Technician

Company: CVS Health

Location: Danville, IL

Posted Jan 22, 2025

Senior Manager - Endpoint Compliance and Hardening

Company: CVS Health

Location: Northbrook, IL

Posted Jan 22, 2025

CVS Health is seeking a Senior Manager for Endpoint Compliance and Hardening. The role involves designing, implementing, and managing the Enterprise Security Policy Configuration Management and File Integrity Monitoring strategy. Key responsibilities include developing and managing the organization's file integrity monitoring and secure hardening configuration policy framework, leading a team of configuration specialists, and staying informed of emerging security threats and best practices. The ideal candidate should have 7+ years of experience in vulnerability management, IT operations, or a related field, with a strong background in team leadership, patch management systems, and understanding of network security principles.

Staff Security Engineer - Vulnerability Analysis

Company: CVS Health

Location: Chicago, IL

Posted Jan 22, 2025

CVS Health is seeking a Vulnerability Analysis Staff Engineer to strengthen the organization's cybersecurity posture. The role involves analyzing vulnerabilities, collaborating with various teams, and recommending remediation strategies. The ideal candidate should have strong technical skills, a deep understanding of security frameworks, and a proactive mindset. Key responsibilities include vulnerability assessment, remediation and mitigation, threat analysis and reporting, collaboration and cross-functional partnership, policy and compliance, and continuous improvement.

Senior Manager, Construction Project Management

Company: Equinix, Inc

Location: Peoria, IL / Remote

Posted Jan 22, 2025

Equinix, a global digital infrastructure company, is seeking a Senior Construction Project Manager to lead the Global Design and Construction team. The role involves managing multiple projects, ensuring safety and quality, and overseeing contract administration. The ideal candidate should have 10+ years of experience in construction project management, preferably in critical infrastructure for datacenters, and possess strong leadership and MS Office 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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