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.

Teachers at Hunt Club KinderCare

Company: KinderCare Learning Companies

Location: Gurnee, IL

Posted Jan 22, 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 are seeking dedicated teachers to join their team, providing a world-class experience in their classrooms. The role involves implementing KinderCare's curriculum, creating a safe and nurturing environment, partnering with parents, and supporting the center's success. Benefits include discounted child care, medical, dental, and vision coverage, employee assistance programs, health and wellness programs, and more. KinderCare is committed to equal opportunity employment and believes every family deserves access to high-quality child care.

Senior Manager Business Product Owner, Data Products

Company: CVS Health

Location: Springfield, IL

Posted Jan 22, 2025

CVS Health is seeking a Business Product Owner, Data Products to manage the project roadmap and backlog for data supporting pricing in their PBM. The role involves combining business and technology acumen, developing a deep understanding of business needs, and optimizing new business processes. Responsibilities include owning the data forecasting and rebate application product roadmap, defining product requirements, and ensuring stakeholder alignment. The ideal candidate will have 7+ years of experience in Project Management, Data Analytics, or Financial experience, with 3+ years of leadership experience. Preferred qualifications include IT and Scrum methodology experience, strong communication skills, and professional work experience in the PBM/healthcare industry.

Field Technician - $20.50 /hr Starting Pay

Company: Spectrum

Location: O'Fallon, IL

Posted Jan 22, 2025

Spectrum is seeking a Field Technician who is a team player with excellent customer service and professionalism. The role involves installing and repairing services for customers, educating them on proper use of Spectrum services and equipment, and working independently in various conditions. The company offers comprehensive training, dynamic growth opportunities, competitive pay, and a supportive work environment. The ideal candidate should have a high school diploma, technical skills, and the ability to work outdoors in different weather conditions.

Patient Care Technician

Company: DaVita

Location: Rockford, IL

Posted Jan 22, 2025

DaVita, an Italian term for 'giving life', is recruiting a Patient Care Technician (PCT) for an outpatient dialysis center in Rockford, Illinois. The role involves direct patient care, technician duties, and building relationships with patients suffering from end-stage renal disease. 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.

(USA) Food and Consumables Coach (Non-Complex) - WM

Company: Walmart

Location: Springfield, IL

Posted Jan 22, 2025

The role involves leading and developing teams effectively through teaching, training, and active listening. This includes touring stores, providing feedback, and communicating with associates at all levels regarding store operations and business initiatives. The individual will model exceptional customer service, resolve customer issues, and drive financial performance. They will also supervise and develop hourly associates, ensuring compliance with company policies and promoting a culture of belonging. The position requires at least 2 years of college or equivalent experience, and offers competitive pay, benefits, and opportunities for growth.

Director, Commercial LMM Sales Executive (Large FI’s)

Company: Visa

Location: Chicago, IL

Posted Jan 22, 2025

Visa, a global leader in payments and technology, is seeking a Director of Commercial LMM Sales Executive. The role involves managing sales within the US Financial Institutions market, acting as a subject matter expert, and driving sales opportunities. The ideal candidate should have extensive experience in the Large and Middle Market sectors, strong analytical skills, and excellent communication abilities. The position is remote and requires 50-60% travel. The estimated salary range is $178,300 to $323,500 USD per year.

Actuary - ACA

Company: CVS Health

Location: Chicago, IL

Posted Jan 22, 2025

Teachers at Lombard KinderCare

Company: KinderCare Learning Companies

Location: Villa Park, IL

Posted Jan 22, 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.

Center Director

Company: KinderCare Learning Companies

Location: Orland Park, IL

Posted Jan 22, 2025

KinderCare Learning Companies, the first early childhood education provider to receive the Gallup Exceptional Workplace Award, is seeking a Center Director. This role involves hiring, engaging, and developing a team of educators, partnering with parents, and cultivating positive relationships with families, teachers, and community partners. The Center Director will use their business, sales, and marketing skills to grow KinderCare's presence in the community. Benefits include discounted child care, medical, dental, and vision coverage, mental health support, health and wellness programs, and more. KinderCare operates in over 2,000 sites across 40 states, committed to providing high-quality child care to all families.

Teachers at Bloomingdale KinderCare

Company: KinderCare Learning Companies

Location: Glendale Heights, IL

Posted Jan 22, 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.

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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