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.

Senior Data Scientist

Company: Capital One

Location: Chicago, IL

Posted Jan 22, 2025

Capital One is seeking a Senior Data Scientist or Senior Associate Data Scientist for their Compliance & Ethics team in McLean, Virginia. The role involves driving innovation in Compliance Testing using LLMs, partnering with cross-functional teams, and leveraging a broad stack of technologies to reveal insights from vast data volumes. The ideal candidate is innovative, creative, technically skilled, statistically-minded, and a data guru. Basic qualifications include a Bachelor's or Master's degree in data analytics, experience with open-source programming languages, machine learning, and relational databases. Preferred qualifications include a STEM degree, AWS experience, and experience with Generative AI.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage , Starbucks) (T0810)

Company: Target

Location: Rockford, IL

Posted Jan 22, 2025

Target, a Fortune 50 company, is seeking a General Merchandise Expert. The role involves creating a welcoming experience for guests, ensuring product availability, accurate pricing, and presentation. Responsibilities include executing daily workload, managing inventory, and maintaining a safe, compliant work environment. The ideal candidate should possess a welcoming attitude, communication skills, attention to detail, and the ability to work in a fast-paced environment. Target offers training and competitive benefits.

Senior Solution Architect

Company: Leidos

Location: O'Fallon, IL

Posted Jan 22, 2025

Leidos is offering a career opportunity for a Senior Solution Architect to support the Global Solutions Management - Operations II (GSM-O II) contract with the Defense Information Systems Agency (DISA). The role involves establishing strategic solution vision, designing complex solution architectures, and driving program results. The Solution Architect will work on a large, AWS cloud-based solution, supporting DISA's mission and innovation. Key responsibilities include architecture and design, supporting new business development, collaboration with stakeholders, and technical planning. The position is primarily remote but requires travel to GSM-O sites and a DoD Secret clearance.

Associate, S&O (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 22, 2025

Enova is seeking a Strategy & Operations Associate with a Bachelor's degree in Engineering, Business, or Finance and 4-7 years of experience in process improvement, management consulting, or data analytics. The role involves managing projects, improving processes, and enhancing customer experience. The associate will work on both short-term and long-term initiatives, having the autonomy to make a significant impact. The compensation range is $80,000 to $110,000 annually, with additional benefits including health insurance, 401(k) matching, and a sabbatical program. Enova, a leading financial technology company, values inclusivity and employee development.

Patient Care Technician

Company: DaVita

Location: Belvidere, IL

Posted Jan 22, 2025

DaVita, an Italian term for 'giving life', is recruiting a Patient Care Technician for an outpatient dialysis center. The role involves direct patient care, technician duties, and building relationships with patients. No dialysis experience is required, and extensive paid training is provided. The position offers career advancement opportunities through DaVita's Clinical Ladders program and tuition assistance for those interested in becoming a DaVita RN. The work is physically demanding, requiring long hours on feet, and flexibility to work mornings, evenings, weekends, and holidays.

Teachers at West Oswego KinderCare

Company: KinderCare Learning Companies

Location: Aurora, IL

Posted Jan 22, 2025

KinderCare Learning Companies, the leading early childhood education provider, offers a variety of child care options including KinderCare Learning Centers, Champions, and Crème de la Crème. They emphasize building confidence in kids, families, and the future. The company values its teachers and staff, providing a supportive environment and opportunities for career growth. Benefits include discounted child care, health insurance, mental health support, and more. KinderCare is committed to equal opportunity employment and serving diverse communities across 40 states.

Client Financial Optimization - Analyst

Company: CVS Health

Location: Springfield, IL

Posted Jan 22, 2025

CVS Health is seeking an Analyst for the Client Financial Analysis and Optimization (CFAO) team. The role involves providing financial consultation and pricing support to help CVS Caremark win and retain business. The analyst will work with various internal and external teams, gaining insight into clients' business problems and formulating data-driven solutions. The position offers opportunities to develop expert knowledge of the healthcare marketplace and enhance analytical skills through an 18-month rotation. Responsibilities include building relationships with internal partners, analyzing client data, and presenting recommendations to clients or senior leadership.

Automation SME - ASRS

Company: Flex

Location: Mundelein, IL

Posted Jan 22, 2025

Pharmacy Technician

Company: CVS Health

Location: Chicago, 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 more. CVS Health values accountability, caring, collaboration, innovation, and integrity.

Pharmacy Technician

Company: CVS Health

Location: Danville, IL

Posted Jan 22, 2025

Director Software Engineering - Trade Credit

Company: Capital One

Location: Chicago, IL

Posted Jan 22, 2025

Capital One's Card Tech Engineering Organization is seeking a Director of Software Engineering to lead and manage exceptional teams, delivering game-changing technologies. The ideal candidate will have deep technical expertise, a proven track record in software development, and experience in people management. They should be able to switch between deep technical discussions and high-level strategic ones, stay updated on emerging trends, and drive tech transformation across customer and partner experiences. The role involves leading multiple teams, mentoring engineers, defining strategy and roadmap, and ensuring scalable applications meet customer needs.

Lead Data Science Analyst

Company: Discover

Location: Riverwoods, 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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