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.

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage ) (T2799)

Company: Target

Location: Chicago, IL

Posted Jan 24, 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 inbound, outbound, replenishment, inventory accuracy, and presentation processes. The ideal candidate should possess a welcoming attitude, communication skills, attention to detail, and ability to work in a fast-paced environment. Target offers training and competitive benefits.

Veterinary Assistant - 000425

Company: Banfield Pet Hospital

Location: Tinley Park, IL

Posted Jan 24, 2025

Banfield Pet Hospital offers rewarding Veterinary Assistant careers. These professionals work closely with other pet health care experts, advocating for pets and educating clients on pet health. They support veterinarians and technicians, ensuring pet and client safety, and maintaining cleanliness. Vet Assistants at Banfield use their technical skills daily, communicate effectively, and mentor team members. Benefits include 401(k) participation, paid time off, and Optimum Wellness Plans for pets. Banfield supports professional growth with development plans, learning opportunities, and community involvement.

Modeler

Company: Discover

Location: Riverwoods, IL

Posted Jan 24, 2025

Discover is offering a job opportunity for a data scientist to develop predictive models, leverage state-of-the-art modeling techniques, and present results to management. The role requires a Master's degree in a relevant field, extensive technical knowledge, and the ability to communicate verbally and in written form. The position is primarily indoors in an office setting, with a base pay ranging from $91,500.00 to $127,900.00. Discover values diversity and offers a range of benefits including paid parental leave, 401(k) plan, and education assistance.

Occupancy Specialist II (Jackson Park Terrace)

Company: WinnCompanies

Location: Chicago, IL

Posted Jan 24, 2025

WinnCompanies is seeking a detail-oriented Occupancy Specialist II for their Jackson Park Terrace property in Chicago, IL. The role involves assisting with tenant recertifications, processing forms, conducting interviews, and ensuring compliance with regulatory agencies. The position offers a pay range of $2163 to $2404 per hour based on experience and a full-time schedule. Requirements include a high school diploma, relevant work experience, computer skills, and excellent communication abilities. Preferred qualifications include a degree, Tax Credit Specialist Certification, and SHCM certification. Benefits include generous time off, 401k options, comprehensive medical plans, and tuition reimbursement. WinnCompanies is a nationally recognized leader in apartment community management and development, offering a job that is rewarding, challenging, and conducive to professional growth.

Expert Technical Architect (Network Services)

Company: Discover

Location: Riverwoods, IL

Posted Jan 24, 2025

Discover is offering a job opportunity for a Technical Architect with 10+ years of experience in software development or related fields. The role involves establishing and realizing strategies for comprehensive network architectures, designing and managing implementation of best practices, compliance standards, and security controls for enterprise-wide networking services. The successful candidate will collaborate with technology chief architects, engineers, and architects to synchronize strategies and deliver enterprise solutions for hybrid/multi-cloud and on-premise scenarios. The position requires a deep understanding within a given technology area, leadership in technical strategy for the enterprise, and excellent communication and collaboration skills. The base pay ranges between $175,500.00 to $242,300.00, with additional incentives possible. Discover is committed to a diverse and inclusive workplace.

Chief Engineer Local 1 (Patrick Sullivan Apartments)

Company: WinnCompanies

Location: Chicago, IL

Posted Jan 24, 2025

WinnCompanies is seeking a Chief Engineer for Patrick Sullivan Apartments, a 479-unit public housing and senior community in Chicago, IL. The role involves overseeing maintenance and repair of mechanical equipment, planning and directing projects, ensuring safety regulations compliance, and managing resources. The work schedule is Monday through Friday, 8:00 AM to 5:00 PM, with on-call activity every three weeks. The pay rate is $33.41 per hour. Responsibilities include maintaining mechanical equipment, allocating resources, conducting inspections, and assisting in budget development. Requirements include vocational training, 3-5 years of related experience, and strong communication skills. Preferred qualifications include a Bachelor's degree, previous experience as a Maintenance Technician, and basic plumbing and electric repair knowledge.

Pharmacy Technician

Company: CVS Health

Location: DeKalb, 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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