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.

Workday Absence/TT Assoc Mgr

Company: Accenture

Location: Chicago, IL

Posted Jan 24, 2025

Accenture is seeking a Workday TT/Absence Associate Manager with extensive experience in Workday implementations and team management. The role involves serving as an escalation point for critical issues, providing subject matter expertise, architecting solutions, advising on industry standards, and demonstrating design options. The successful candidate will join a global, innovative team delivering integrated HR and financial management solutions. Accenture offers continuous learning, professional development, and the opportunity to work on transformational projects on a global scale.

IT Infrastructure Architect

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Uline, a family-owned company, is offering a position for an IT Infrastructure Architect with a salary range of $121,000 to $185,000 per year. The role involves architecting, designing, and delivering highly available, reliable, and cost-effective hosting solutions. The ideal candidate should have a Bachelor's degree, 8+ years of experience with VMware, SAN, Windows, and Citrix, and excellent communication skills. Benefits include comprehensive insurance coverage, a 401(k) plan with employer match, multiple bonus programs, and various perks like an on-site café and fitness center.

Field Service Technician - Springfield, IL

Company: Stryker

Location: Champaign, IL

Posted Jan 24, 2025

Stryker is seeking a field service professional for their Communications product line. The role involves troubleshooting and repairing complex technical issues, maintaining quality records, and interacting with customers for post-market surveillance activities. The successful candidate will work independently, document processes, and ensure compliance with company policies. They must have 2-3 years of relevant field service experience, strong communication skills, and be computer literate. Stryker offers competitive benefits including health insurance, retirement plans, and opportunities for professional growth.

IT Infrastructure Architect

Company:

Location: Deerfield, IL

Posted Jan 24, 2025

Uline, a family-owned company, is offering an IT Infrastructure Architect position with a salary range of $121,000 to $185,000 per year. The role involves architecting, designing, and delivering highly available, reliable, and cost-effective hosting solutions. The ideal candidate should have a Bachelor's degree, 8+ years of experience with VMware, SAN, Windows, and Citrix, and excellent communication skills. Benefits include comprehensive insurance coverage, a 401(k) with employer match, multiple bonus programs, and employee perks like an on-site café and fitness center.

IT Infrastructure Architect

Company:

Location: Lake Bluff, IL

Posted Jan 24, 2025

Uline, a family-owned company, is offering an IT Infrastructure Architect position with a salary range of $121,000 to $185,000 per year. The role involves architecting, designing, and delivering highly available, reliable, and cost-effective hosting solutions. The ideal candidate should have a Bachelor's degree and 8+ years of experience with VMware, SAN, Windows, and Citrix. Benefits include comprehensive insurance coverage, a 401(k) plan with employer match, multiple bonus programs, and employee perks like an on-site café and fitness center.

Target Security Specialist

Company: Target

Location: Chicago, IL

Posted Jan 24, 2025

Business Development Manager (HC)

Company: Addison Group

Location: Chicago, IL

Posted Jan 24, 2025

Addison Group, a rapidly growing private staffing firm, is seeking a Business Development Manager (BDM). The BDM's role involves prospecting new clients, developing marketing plans, and maintaining client relationships. Key responsibilities include identifying business deals, scheduling client meetings, negotiating fees, and representing the company professionally. The ideal candidate should have a four-year degree, strong communication skills, and a competitive spirit. Addison Group offers a fun learning environment, flexible PTO, healthcare benefits, and opportunities for growth through its Learning & Development department and Onboarding Accelerator/Mentorship program.

Software Development Team Lead - Java

Company:

Location: Deerfield, IL

Posted Jan 24, 2025

Uline, a family-owned company, is seeking a Software Development Team Lead with 8+ years of experience in Java, Angular, or JavaScript. The role involves leading a team of 3-5 developers, guiding them in designing and developing complex applications. The position offers comprehensive benefits including health insurance, 401(k) with 6% employer match, multiple bonus programs, paid holidays, generous paid time off, and a Tuition Assistance Program. Uline provides on-site amenities like a café, fitness center, and walking trails. The company is North America's leading distributor of shipping, industrial, and packaging materials with over 9,000 employees.

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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