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.

Client Value Executive - Consumer Interactive

Company: TransUnion

Location: Chicago, IL

Posted Feb 03, 2025

View Details Apply on The Muse

Customer Experience Assistant Manager

Company: Brilliant Earth

Location: Chicago, IL

Posted Feb 03, 2025

View Details Apply on The Muse
Chainlink Labs seeking Business Development Executive high-impact use cases for Chainlink's solutions major commercial banks and financial market infrastructures

Business Development Executive - East Coast, Capital Markets

Company: Chainlink Labs

Location: Chicago, IL

Posted Feb 03, 2025

Chainlink Labs, a leading developer of the decentralized computing platform Chainlink, is seeking an experienced Business Development Executive for the East Coast. The role involves identifying and closing high-impact use cases for Chainlink's solutions in major commercial banks and financial market infrastructures, particularly in the Front and Middle office. The ideal candidate should have 10+ years of experience in financial services, a proven track record in negotiating commercial agreements, and strong collaboration skills. Preferred qualifications include understanding of blockchain technology, DeFi, and the digital financial market infrastructure landscape.

View Details Apply on BuiltIn

Product Manager- Conversational AI (Your Aetna Virtual Assistant)

Company: CVS Health

Location: Springfield, IL

Posted Feb 03, 2025

View Details Apply on The Muse
leading online ticket marketplace 5+ years of proven success in scaling enterprise SEO deep experience in every facet of SEO

SEO Manager

Company: Vivid Seats

Location: Chicago, IL

Posted Feb 03, 2025

Vivid Seats, a leading online ticket marketplace founded in 2001, is seeking an experienced SEO Manager. The role involves developing and leading the company's SEO roadmap, identifying opportunities for organic search presence, and collaborating with cross-functional teams. The ideal candidate should have 5+ years of enterprise SEO experience, a deep understanding of SEO facets, and expertise in keyword research, on-page optimization, and content development. The role offers a competitive salary range of $110,000-$140,000 USD/CAD, along with comprehensive benefits and a flexible hybrid working model in Chicago, IL.

View Details Apply on BuiltIn

3rd Shift Millwright 10:45 PM to 7:00 AM

Company:

Location: Alsip, IL

Posted Feb 03, 2025

View Details Apply on The Muse

B2B Sales Account Executive

Company:

Location: Arlington Heights, IL

Posted Feb 03, 2025

View Details Apply on The Muse

Experienced Site-Civil Engineer

Company: Leidos

Location: Chicago, IL

Posted Feb 03, 2025

View Details Apply on The Muse

Operations Manager

Company:

Location: Lake Forest, IL

Posted Feb 03, 2025

View Details Apply on The Muse

Sales Intern GSIP

Company:

Location: Rolling Meadows, IL

Posted Feb 03, 2025

View Details Apply on The Muse

Industrial Mechanic (Assembly Line Maintainer) MUST BE OPEN TO ALL SHIFTS

Company:

Location: Alsip, IL

Posted Feb 03, 2025

View Details Apply on The Muse

Design & UX Manager (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Feb 03, 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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