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.

Contact Center Supervisor

Company: TruGreen

Location: Crestwood, IL

Posted Jan 22, 2025

TruGreen is hiring for a Call Center Supervisor position in Crestwood, Illinois. The role involves supervising Call Center Representatives, motivating and leading a team, handling customer escalations, and ensuring quality sales. The ideal candidate should have 1-2 years of related experience, strong communication skills, and proficiency in software applications. The position offers a competitive pay range of $50,400.00 - $84,000.00, along with benefits like Medical/Dental/Vision insurance and a Company-matching 401(k). TruGreen values diversity and inclusion, and is committed to hiring veterans.

Cook at W 75th St Knowledge Beginnings

Company: KinderCare Learning Companies

Location: Naperville, IL

Posted Jan 22, 2025

KinderCare Learning Companies, a recognized early childhood education provider, is seeking a Cook to prepare healthy meals for children. The role involves maintaining a safe and hygienic kitchen, ordering supplies, and following nutritious menus. The ideal candidate should have a love for children, familiarity with food storage and allergies, and at least one year of institutional cooking experience. KinderCare offers comprehensive benefits, including discounted child care, medical coverage, and wellness programs. The company is committed to providing high-quality child care to diverse communities across the US.

Sales Management Trainee - Quincy, IL

Company: Enterprise Mobility

Location: Quincy, IL

Posted Jan 22, 2025

Enterprise is currently hiring for its Management Training Program, offering a clear career path with opportunities in various fields. The program includes comprehensive training, mentoring, and a culture of internal promotion. The position is based in Quincy, IL, with a competitive salary of $48,000 per year. Benefits include paid time off, health insurance, employee discounts, and a 401(k) plan. Enterprise, a family-owned company with over 60 years of experience, emphasizes growth and development for its 80,000 employees across nearly 100 countries.

Pharmacy Technician

Company: CVS Health

Location: Amboy, IL

Posted Jan 22, 2025

CVS Health is inviting applications for Pharmacy Technicians, emphasizing their commitment to human-centric healthcare. The role involves delivering compassionate care, managing prescriptions, and ensuring regulatory compliance. New hires must complete a training program and satisfy state licensing requirements. The position offers opportunities for career growth and a range of benefits, including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, and education assistance.

Full Time Admin Coordinator with Benefits

Company: The TJX Companies, Inc.

Location: Danville, IL

Posted Jan 22, 2025

TJ Maxx Store 1358 in Danville, IL is seeking a flexible, organized, and communicative individual for a role that supports store management. The position involves administrative tasks, customer service, hiring and onboarding, cash office functions, and maintaining store standards. The ideal candidate should have 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 starting pay range is $16.00 to $16.50 per hour. TJ Maxx values diversity and encourages applicants to bring their unique perspectives to work.

Principal Change Communications

Company: Discover

Location: Riverwoods, IL

Posted Jan 22, 2025

Discover is seeking a seasoned Internal Communications professional to drive employees' understanding of the company's data management strategic priorities. The role involves managing company-wide communications channels, developing and executing comprehensive communication plans, and leading strategic events to enhance culture. The ideal candidate will have a Bachelor's degree in Communications or related field, 6+ years of experience in Internal Communications, and strong skills in change management, technology, and industry best practices. The position offers a competitive salary range, benefits, and opportunities for growth in a diverse and inclusive workplace.

Regulatory Analyst

Company: Diageo

Location: Plainfield, IL

Posted Jan 22, 2025

The company, a global leader in premium drinks, seeks a Regulatory Specialist for North America. The role involves leading product compliance for innovation and brand change projects, ensuring TTB formula and label approval submissions, and collaborating with various teams. The ideal candidate should be detail-oriented, proficient in beverage alcohol laws, and capable of maintaining a heavy workload with aggressive timelines. The company values diversity and flexibility, aiming to create an inclusive culture where everyone feels valued.

Associate Brand Manager, US Brands - Prestige

Company: Suntory Global Spirits

Location: Chicago, IL

Posted Jan 22, 2025

This role offers a great opportunity to work on a key brand house for Suntory Global Spirits in a complex and diverse region. The position allows for direct impact on business growth drivers in a competitive category, requiring attention to detail. It involves collaborating with multiple teams to achieve common goals, playing a crucial role in the business and brand planning cycle, and working on various projects from strategy to innovations. Responsibilities include being a brand builder with strong analytical skills, ensuring brand performance tracking, leading monthly business reporting, and managing budget processes.

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Oak Park, IL

Posted Jan 22, 2025

The job involves developing and supporting membership by providing information on benefits, promoting products, processing memberships, and meeting sales goals. Safety of the facility is maintained by adhering to safety standards and procedures. Member orders are fulfilled by reviewing, pulling items, scanning, wrapping, and palletizing them. Work assignments are completed by collaborating with team members and adapting to change. Member service is provided by acknowledging members, assisting with purchasing decisions, and resolving issues. The role requires respect for individuals, integrity, customer service, striving for excellence, and acting with humility. Competitive pay, performance-based bonuses, and various benefits are offered, including health, financial, and time-off benefits.

Shift Supervisor Trainee

Company: CVS Health

Location: Tinley Park, IL

Posted Jan 22, 2025

Pharmacist - Specialty Mail Order (work from home)

Company: CVS Health

Location: Springfield, IL

Posted Jan 22, 2025

CVS Health is offering an exciting opportunity for a Pharmacist to join their Specialty Mail Service Pharmacy. This role is fully remote and requires residency in Illinois. The Pharmacist will provide exceptional customer service, leadership, and guidance to supporting staff. They will ensure accurate delivery of pharmaceutical care services including drug therapy monitoring, patient education, and chronic disease state management. CVS Health offers a competitive benefit package including Paid Time Off, health/dental/vision insurance, employee discounted stock purchase program, 401K, and a generous employee discount at all CVS stores. The ideal candidate should have a Pharmacy degree, active licensure in Illinois, and one year of work experience with Windows-based applications.

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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