Technical Leadership Jobs in Chicago, IL

41,748 open positions · Updated daily

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.

Area Manager, Wet Mill

Company:

Location: Decatur, IL

Posted Feb 03, 2025

Software Developer - Java

Company:

Location: Gurnee, IL

Posted Feb 03, 2025

Lead Marketing Program

Company: Discover

Location: Chicago, IL

Posted Feb 03, 2025

Discover is offering a job opportunity for a marketing professional with experience in business marketing, brand communications, project management, integrated marketing, advertising, payments services, or related fields. The role involves managing marketing programs and initiatives to increase acceptance, product adoption, and grow volume for the network. The position requires 50% of the time to be devoted to managing the copy approval process and the other 50% to projects related to customer experience and complaint resolution. The company values diversity and inclusion, and offers a competitive total compensation package, including benefits such as paid parental leave, paid time off, 401k plan, medical, dental, vision, health savings account, STD, life, LTD, and AD&D, recognition program, education assistance, commuter benefits, family support programs, and employee stock purchase plan.

Parts Washer Sales Specialist

Company:

Location: West Dundee, IL

Posted Feb 03, 2025

Software Development Team Lead - Java

Company:

Location: Gurnee, IL

Posted Feb 03, 2025

Area Manager, Wet Mill

Company:

Location: Springfield, IL

Posted Feb 03, 2025

Sales Analyst

Company:

Location: Niles, IL

Posted Feb 03, 2025

VP, Sales Operations

Company: IMO Health

Location: Chicago, IL

Posted Feb 03, 2025

IMO Health is looking for a VP Sales Operations to lead and optimize their sales strategy. The role involves partnering with sales leadership, CFO, and the executive team to develop and execute the annual sales plan. The ideal candidate should have strong analytical skills, expertise in CRM platforms, and experience in leading high-performing teams. They will be responsible for improving sales productivity, overseeing pipeline management, and developing sales enablement programs.

Area Manager, Wet Mill

Company:

Location: Champaign, IL

Posted Feb 03, 2025

Java Full Stack

Company: Wipro

Location: Chicago, IL

Posted Feb 03, 2025

Area Manager, Wet Mill

Company:

Location: Decatur, IL

Posted Feb 03, 2025

Senior Electrical Project Engineer

Company: GE Vernova

Location: Oakbrook, IL / Remote

Posted Feb 03, 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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