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.

Maintenance Technician 2

Company: Target

Location: Chicago, IL

Posted Jan 22, 2025

Target is currently hiring for an Engineering & Facilities Maintenance Technician 2 (MT2) position in a Supply Chain Facility. The role involves assisting in the installation, maintenance, and repair of automated material handling equipment, ensuring high equipment availability rates. The job includes using preventive and predictive maintenance processes, troubleshooting equipment breakdowns, and collaborating with other technicians to perform Root Cause Analysis for equipment failures. Benefits include competitive pay, comprehensive health benefits, 401(k), employee discount, and various other perks. The ideal candidate should have a high school diploma, PC competency, and experience in preventive/predictive maintenance, electrical and electronic principles, and basic metal fabrication.

Senior Manager - Aircraft Cybersecurity

Company:

Location: Niles, IL

Posted Jan 22, 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 Bachelor's degree in a STEM or Engineering field, 9+ years of related experience, and a proven ability to communicate technical concepts to non-technical audiences.

Restaurant Manager - Quarterly Bonus Available

Company:

Location: Gurnee, IL

Posted Jan 22, 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.

Chili's Grill & Bar, Restaurant Manager - Calumet City

Company:

Location: Calumet City, IL

Posted Jan 22, 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.

Senior Associate, S&O (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 22, 2025

Enova International is seeking a Strategy & Operations Senior Associate. The role involves supporting a core P&L, managing projects for process improvements, customer experience enhancements, and new product launches. The ideal candidate should have a Bachelor's degree in Engineering, Business, or Finance, and 5-8 years of experience in process improvement, management consulting, or data analytics. Strong analytical skills, excellent communication, and project execution abilities are required. The compensation range is $95,000 to $125,000 annually, with additional benefits including health insurance, 401(k) matching, and a sabbatical program. Enova is a values-driven financial technology company committed to creating accessible credit for millions.

Senior Manager - Aircraft Cybersecurity

Company:

Location: Chicago, IL

Posted Jan 22, 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.

Sales Consultant

Company:

Location: Cary, IL

Posted Jan 22, 2025

Mattress Firm is offering a Sleep Expert position with extensive customer-centric training, excellent career growth opportunities, and comprehensive benefits. The role involves creating a customer-focused environment, providing technical knowledge, driving sales, and maintaining customer relationships. Mattress Firm emphasizes its commitment to helping people sleep well to live well, investing in new associates' training and offering performance-based bonuses. The company values diversity and inclusion, and encourages diverse candidates to apply.

Manager/Senior Manager, Product Marketing

Company: Q-Centrix

Location: Chicago, IL / Remote

Posted Jan 22, 2025

Q-Centrix, the largest exclusive provider of clinical data management solutions to acute care hospitals, is seeking a Product Marketing Manager/Senior Manager. This role involves shaping go-to-market strategies, conducting market research, crafting product positioning, enabling sales, gathering customer insights, and analyzing performance. The ideal candidate will have a Bachelor's degree in business, marketing, healthcare, or a related field, with 2-8 years of experience in management consulting, product marketing, or related fields. They should possess strong analytical skills, excellent communication abilities, and the capacity to work in cross-functional teams. Q-Centrix offers a competitive rewards package, including a flexible work environment, learning opportunities, competitive pay, and robust benefits.

Senior Manager - Aircraft Cybersecurity Operations

Company:

Location: North Riverside, IL

Posted Jan 22, 2025

Restaurant Manager

Company:

Location: Hoffman Estates, IL

Posted Jan 22, 2025

Senior Developer - Information Technology

Company:

Location: Homewood, IL

Posted Jan 22, 2025

United Airlines is currently experiencing a period of growth and innovation, aiming to become the best airline in history. They are seeking a Senior Software Developer for a hybrid role in Chicago, responsible for developing critical applications, working with a team of developers, and focusing on delivering cloud-based solutions. The role involves managing the full development life cycle, serving as a technical expert, and collaborating with various teams. The ideal candidate should have a Bachelor's degree in a relevant field, 5+ years of full-stack development experience, proficiency in React, Typescript, C#, Node.js, and AWS/cloud technologies, and a deep understanding of accessibility fundamentals.

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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