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.

Senior Manager - Aircraft Cybersecurity Operations

Company:

Location: Deerfield, IL

Posted Jan 24, 2025

United Airlines is inviting applications for a Senior Manager - Aircraft Cybersecurity Operations role. This position involves leading a team of cybersecurity engineers to ensure end-to-end security architecture of United's aircraft-related products. The role requires aviation experience, strong technical communication skills, and experience in risk management. United offers a competitive benefits package and values diverse experiences. The ideal candidate will have a STEM or Engineering degree, 9+ years of related experience, and knowledge of aviation cybersecurity and IT security best practices.

Instructional Designer

Company: CDW

Location: Vernon Hills, IL

Posted Jan 24, 2025

CDW, a Fortune 200 leader, seeks an Instructional Designer to collaborate with the Learning & Development management team. The role involves designing, developing, and implementing first-class development programs that support CDW's strategies and business goals. Key responsibilities include leading program management for learning programs, collaborating with cross-functional stakeholders, and overseeing operations, logistics, and resource management. The ideal candidate should have a Bachelor's Degree or equivalent work experience with 3 years of relevant experience, a track record of managing instructional design projects, and strong communication, collaboration, and problem-solving skills.

Principal Consultant - Advisory

Company: AHEAD

Location: Chicago, IL

Posted Jan 24, 2025

AHEAD is a company that specializes in digital transformation, leveraging cloud infrastructure automation, analytics, and software delivery. They prioritize a culture of belonging, valuing diversity and inclusion. The company is an equal opportunity employer, embracing all candidates who contribute to the diversification of ideas and perspectives. The role involves client delivery, business development, and practice development. The ideal candidate should have senior-level consulting experience, a strong understanding of business measurement frameworks, and excellent communication skills. AHEAD offers competitive benefits and compensation, with a focus on growth and development.

Substation Senior Civil/Structural Engineer

Company: Leidos

Location: Chicago, IL

Posted Jan 24, 2025

Leidos Engineering is seeking a Licensed Senior Civil/Structural Engineer with 6+ years of experience in utility consulting. The candidate must have a strong educational background in design of steel structures, concrete structures, geotechnical engineering, and foundations. The role involves performing design reviews, developing junior staff, contributing to bids and proposal development, and overseeing client projects. The position is based in Leidos' Framingham, MA office, with potential for hybrid or fully remote work. Required qualifications include a Bachelors of Science in Civil-Structural Engineering, PE Licensure, and proficiency in various software tools. The candidate should be a team player with strong analytical and technical writing skills, and a willingness to travel up to 25%.

Project Manager

Company: Bisnow Media

Location: Chicago, IL

Posted Jan 24, 2025

The job posting is for a Project Manager position at SelectLeaders, a private equity real estate firm. The role involves managing capital projects, construction, and budgeting for a Class A trophy asset in Chicago. The ideal candidate should have at least 2 years of experience in real estate construction or project management, strong leadership skills, and proficiency in project management software. The role offers a salary of 80k-100k with a bonus opportunity.

Restaurant Manager - Now Hiring

Company:

Location: Gurnee, IL

Posted Jan 24, 2025

Chili's Managers are passionate about hospitality, connecting with team members and guests, and creating a fun work environment. They are responsible for ensuring a great guest experience, leading shifts, managing costs, and developing team members. Chili's values a culture of fun, teamwork, and accountability, with a focus on food perfection and inclusivity.

Restaurant Manager

Company:

Location: Homewood, IL

Posted Jan 24, 2025

Sales Professional

Company:

Location: Homewood, IL

Posted Jan 24, 2025

Senior Manager - Aircraft Cybersecurity

Company:

Location: Tinley Park, IL

Posted Jan 24, 2025

Veterinarian

Company: Banfield Pet Hospital

Location: Peoria, 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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