Technical Leadership Jobs in Chicago, IL

41,754 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.

Senior Finance Analyst - FP&A

Company: ZS

Location: Chicago, IL

Posted Jan 24, 2025

View Details Apply on The Muse

Senior Software Engineer

Company: CCC Intelligent Solutions

Location: Chicago, IL

Posted Jan 24, 2025

View Details Apply on The Muse
global Microsoft solutions integrator industry-focused solutions strategic partnership with Microsoft

Solution Sales Executive – (FinServ)

Company: Hitachi Solutions America

Location: Chicago, IL

Posted Jan 24, 2025

Hitachi Solutions, a global Microsoft solutions integrator, is seeking a Solution Sales Professional with experience in the Financial Services industry. The role involves developing sales strategies, leading industry solutions and marketing initiatives, engaging with Microsoft and customer teams, and collaborating internally. The ideal candidate should have a strong understanding of the Microsoft ecosystem, industry knowledge, and excellent communication skills. The company offers a competitive salary, benefits, and opportunities for growth.

View Details Apply on BuiltIn
passionate about delivering exceptional service empowered to solve customer inquiries fast-paced

Client Service Representative - Annual Reports

Company: CSC

Location: Chicago, IL

Posted Jan 24, 2025

CSC is hiring a Client Service Representative for their Annual Reports Preparation & File team in Chicago, IL. The role involves working directly with clients to provide solutions that help their business run smoother and smarter. Key responsibilities include building relationships with clients, researching and processing legal documents, providing excellent client service, managing client portfolios, and recommending process improvements. The ideal candidate should have at least 5 years of experience in business-to-business customer service or administration, strong research skills, and proficiency in MS Office. CSC is a global business services company committed to creating a diverse and growth-oriented environment, offering excellent benefits and career opportunities.

View Details Apply on The Muse

Lead, Software Engineer

Company: Capital One

Location: Chicago, IL

Posted Jan 24, 2025

View Details Apply on The Muse

GM and Food (General Merchandise, Closing, Fulfillment, Inbound, Food and Beverage , Starbucks) (T0867)

Company: Target

Location: Bolingbrook, IL

Posted Jan 24, 2025

View Details Apply on The Muse

Retail Sales Associate, Full Time (Merchandising) - Woodfield Village Gr

Company: Gap Inc.

Location: Schaumburg, IL

Posted Jan 24, 2025

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Modeler

Company: Discover

Location: Riverwoods, IL

Posted Jan 24, 2025

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Client Solutions Team Lead, CPG - Global Business Solutions - Chicago

Company: TikTok

Location: Chicago, IL

Posted Jan 24, 2025

View Details Apply on The Muse

Sales Management Trainee Internship - Davenport, IA - Summer 2025

Company: Enterprise Mobility

Location: Rock Island, IL

Posted Jan 24, 2025

View Details Apply on The Muse

Retail Supervisor, Full Time, Product Operations - Randall Square Shopping Center

Company: Gap Inc.

Location: St. Charles, IL

Posted Jan 24, 2025

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Pharmacy Technician

Company: CVS Health

Location: Villa Park, IL

Posted Jan 24, 2025

View Details Apply on The Muse

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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