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.

Shift Lead

Company: Walgreens

Location: Chicago, 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 Chicago, IL, and the salary range is $17 - $19 hourly.

Services Counsel - Operations+

Company: Accenture

Location: Chicago, IL

Posted Jan 24, 2025

Accenture, a leading global professional services company, is seeking a Legal and Commercial Services professional with a JD degree or equivalent and at least 6 years of relevant legal experience. The role involves delivering and coordinating legal, contract, and commercial advice, managing risk, and ensuring ethical behavior and compliance. Preferred qualifications include in-house experience, a Common Law qualification, proficiency in MS Office Suite, and fluency in English. The successful candidate will demonstrate strong problem-solving, interpersonal, and communication skills, with the ability to explain legal issues to non-lawyers. Accenture is committed to diversity, inclusion, and equal employment opportunities.

Payroll Manager

Company: True Value Company

Location: Chicago, IL

Posted Jan 24, 2025

The role involves managing various payroll processes, including planning, preparation, distribution, reporting, and control. This includes overseeing wage calculations, ensuring compliance with federal and state laws, and timely and accurate payments. The individual will also manage training and staff activities, and assist in developing new procedures and policies for payroll, accounting, benefits, and human resources. Key responsibilities include managing accounts payable transactions, overseeing expense invoice payment, pcard and T&E processing, and managing a team of AP correspondents. The role requires a Bachelor's Degree in Accounting or equivalent experience, and 5-7 years of experience in Finance and/or Accounting. An MBA is preferred.

Senior Legal Services Counsel - Global Industry Sector Legal Lead for the Financial Cluster

Company: Accenture

Location: Chicago, IL

Posted Jan 24, 2025

Accenture, a leading global professional services company, is seeking a senior counsel to serve as the Global Industry Sector Legal Lead for the Financial Cluster. The role involves advising the Global Industry Sector Leadership Teams, managing risks, and ensuring compliance with laws and company policies. Key responsibilities include leading risk analysis, guiding products to market, collaborating on cross-industry frameworks, supporting thought leadership, providing strategic legal advice, and evaluating acquisition targets. The ideal candidate should have a JD degree, be admitted to the bar, and possess at least 10 years of relevant legal experience. Preferred qualifications include strong commercial, technology, IP, and data privacy experience, proficiency in emerging technologies, emotional intelligence, adaptability, excellent communication skills, and global work flexibility. Candidates should also have deep industry expertise, understanding of regulations impacting banking and financial services, and knowledge of trends in the sector.

IT Engineer II

Company: Walgreens

Location: Deerfield, IL

Posted Jan 24, 2025

The job involves performing and implementing assignments that significantly impact important components or processes of the Technology operation. Key responsibilities include executing deployment operations, evaluating software compatibility, developing protocols, improving operations, and mentoring less experienced team members. The role requires at least 2 years of experience in a technical engineering role or 5 years with a high school diploma. Preferred qualifications include a degree in Computer Science, experience with programming languages, and knowledge of IT technologies. Walgreens, the employer, is an integrated healthcare, pharmacy, and retail leader with a 170-year heritage.

Shift Lead

Company: Walgreens

Location: Cary, IL

Posted Jan 24, 2025

Pharmacy Operations Manager

Company: Walgreens

Location: Bolingbrook, IL

Posted Jan 24, 2025

The role involves performing day-to-day non-clinical pharmacy operations, administrative tasks, and ensuring efficient workflow and positive patient experience. The individual will serve as a full-time certified pharmacy technician, operating pharmacy systems, and processing prescriptions under a pharmacist's supervision. They will also supervise pharmacy technicians and cashiers, and be responsible for personnel selection, scheduling, and development. The role includes customer engagement, resolving complaints, and enhancing customer experience. Operations involve assisting in patient care, prescription data entry, and medication preparation. The individual will manage core pharmacy workflow, drive excellence in pharmacy operations, and ensure compliance with business policies and laws. They will also lead performance management of technicians, including hiring, onboarding, training, and scheduling. The role requires maintaining PTCB certification and enhancing current pharmacy and healthcare knowledge.

Pharmacy Operations Manager

Company: Walgreens

Location: Bolingbrook, IL

Posted Jan 24, 2025

Shift Lead

Company: Walgreens

Location: Peoria, IL

Posted Jan 24, 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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