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.

(USA) Technician, General Facilities Maintenance

Company: Walmart

Location: Addison, IL

Posted Jan 22, 2025

Walmart is expanding its workforce and seeking a General Facilities Maintenance Technician. The role involves executing routine maintenance tasks to maintain safety, functionality, and aesthetics of Walmart stores, equipment, or fixtures. The candidate should have vocational or technical certification and 1-2 years of relevant experience. Benefits include competitive compensation, sign-on bonuses, full-time eligibility, Walmart discount, paid time off, full benefits, and the Live Better U education program. The hourly wage range is $21.00-$39.00.

(USA) Lead Technician, Facility Services, Exterior Services

Company: Walmart

Location: Mattoon, IL

Posted Jan 22, 2025

Walmart is seeking a Lead Technician for Facility Services, Exterior Services. The role involves leading a team of technicians, ensuring exceptional service delivery, and maintaining exterior spaces. Required qualifications include 2+ years of commercial landscaping experience, leadership skills, and a valid driver's license. Preferred qualifications include an associate's degree in horticulture, Spanish proficiency, and relevant certifications. Walmart offers competitive pay, benefits, and education opportunities.

Manager, Program Management Office

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 22, 2025

McDonald's is implementing a new growth strategy, 'Accelerating the Arches', focusing on enhancing the customer experience through Delivery, Digital, and Drive-Thru services. The company is investing in technology innovation, including AI, IoT, and edge computing, to improve efficiency and customer satisfaction. The role involves managing and collaborating with support teams for security services, ensuring reliable and efficient operation. The Manager of Program Management Office (PMO) will lead complex, multifunctional projects using various development methods, managing project plans, changes, and performance. The ideal candidate should have 45 years of experience, including corporate and global project management with a Loyalty focus, and expertise in Technical Project Management tools and processes.

Pharmacy Technician

Company: CVS Health

Location: Mount Vernon, IL

Posted Jan 22, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by the purpose of 'Bringing our heart to every moment of your health'. The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. They are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. The role involves completing basic inventory activities, delivering additional health care services, and adhering to all relevant laws and regulations.

Manager Operations Excellence (Domain Automation)- Technology Engagement Led (BEL), Enterprise Products and Platforms (EPP)

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 22, 2025

McDonald's is accelerating its growth strategy, focusing on Delivery, Digital, and Drive-Thru. The company aims to leverage AI, robotics, and emerging tech to digitize the Golden Arches and enhance customer experience. The role in question is part of the Global Technology Enterprise Products & Platforms EPP Team, focusing on Operations Excellence Domain Automation Technology Engagement Lead (TEL). The TEL will work on product strategy, process optimization, requirement gathering, cross-functional collaboration, stakeholder communication, market analysis, metrics tracking, project closure, continuous improvement, and feedback. The ideal candidate should have 8+ years of experience in intelligent automation, a degree in business, computer science, engineering, or related discipline, and strong leadership, communication, and innovation skills.

Advisory Solution Consultant, IT Asset Management

Company: ServiceNow

Location: Chicago, IL / Remote

Posted Jan 22, 2025

ServiceNow, a global market leader in AI-enhanced technology, is seeking a Solution Consultant with 7+ years of relevant experience, including 2 years with the ServiceNow platform. The role involves developing and positioning product-specific solutions, acting as a thought leader in IT Asset Management and Enterprise Asset Management, and contributing to the creation of ITAM solutions on the ServiceNow platform. The ideal candidate should have exceptional communication skills, strong business relationships, and technical expertise. The position offers a competitive base pay, variable/incentive compensation, and benefits. Up to 20% travel is required.

Emerging Store Manager

Company: Walgreens

Location: West Dundee, IL

Posted Jan 22, 2025

The role involves supervising customer service associates and designated hitters, managing the front end of the store, and making recommendations for overall operations. The individual is responsible for supporting the Store Manager in achieving company deliverables, managing store team members, and ensuring proper merchandising, protection of store assets, and improving store sales and profitability. They lead and manage store team members, including recruitment, hiring, performance management, and discipline. The role also involves engaging customers and patients, resolving complaints, and improving customer service metrics. Operations management includes supervising store activities, collaborating with external partners, and managing cash, inventory, and bookkeeping. The individual is accountable for business performance management, people and performance management, and training & personal development. They communicate regularly with team members and assist in planning and communicating company strategy.

Retail Department Supervisor Part time

Company: The TJX Companies, Inc.

Location: Bloomington, IL

Posted Jan 22, 2025

TJ Maxx Store 0636 in Bloomington, IL is seeking a customer service-oriented individual to lead a team of associates. The role involves promoting an excellent customer experience, overseeing front-of-store operations, and ensuring a clean, organized store. The successful candidate will have strong communication skills, be able to multi-task, and have at least 1 year of retail experience and 6 months of leadership experience. Benefits include an associate discount, 401(k) contributions, and various discounts on insurance, cell phones, and pet care. The position offers a starting pay range of $16.00 to $16.50 per hour. TJ Maxx values diversity and encourages applicants to bring their unique perspectives to work.

Target Security Specialist

Company: Target

Location: Chicago, IL

Posted Jan 22, 2025

Shift Lead

Company: Walgreens

Location: Chicago, 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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