Technical Leadership Jobs in Chicago, IL

41,758 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.

Operations Associate

Company: PEAK6

Location: Chicago, IL

Posted Jan 22, 2025

PEAK6 Capital Management, a proprietary options trading firm based in Chicago, is seeking an Operations Associate. The role involves working with trading desks and clearing firms, collaborating with the finance team, and developing relationships with Traders Technology TT Solutions. The ideal candidate should have proficiency in SQL and Excel VBA, strong critical thinking skills, and the ability to pass the Series 57 licensing exam. Technical proficiency in Python is preferred. PEAK6 offers a robust benefits package, including healthcare, competitive PTO, 401k match, and parental leave. The company is committed to creating an inclusive and accessible workplace.

Senior Manager - Aircraft Cybersecurity

Company:

Location: North Riverside, IL

Posted Jan 22, 2025

Senior Manager - Aircraft Cybersecurity Operations

Company:

Location: Chicago, IL

Posted Jan 22, 2025

United Airlines is inviting applications for a Senior Manager of Aircraft Cybersecurity Operations. The role involves leading a team to ensure United's aircraft-related products comply with cybersecurity regulations. Key responsibilities include creating and implementing a cybersecurity strategy, managing aircraft cybersecurity processes, and coordinating with internal and external partners. United offers a competitive benefits package and values diverse experiences. Minimum qualifications include a STEM degree, aviation experience, and strong communication skills.

Shift Lead

Company: Walgreens

Location: Chicago, IL

Posted Jan 21, 2025

The role involves managing store operations, including opening and closing the store, handling cash, managing inventory, and ensuring a positive customer experience. Key responsibilities include managing deliveries, processing returns and refunds, maintaining store cleanliness, and assisting with pharmacy tasks. The position requires leadership experience, fluency in English, and knowledge of store systems. The role is based in Chicago, IL, with a salary range of $17 - $19 per hour.

Sales Engineer (Remote Office - Chicago, IL)

Company: Dynatrace

Location: Chicago, IL

Posted Jan 21, 2025

Dynatrace is a leading company in Advanced Observability, offering an AI-powered, full-stack, and automated monitoring solution. The company is seeking a Sales Engineer with 3-5 years of experience in Java, .NET, Go, PHP, or JavaScript, and knowledge of web technologies and SQL. The role involves providing technical support to the sales team, executing demos, managing POCs, and building relationships with customers. Dynatrace offers competitive compensation, benefits, and opportunities for professional growth. The company is committed to diversity and inclusion, and requires all US employees to be fully vaccinated against COVID-19.

Senior Manager - Aircraft Cybersecurity Operations

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.

Senior Developer - Information Technology

Company:

Location: Mount Prospect, IL

Posted Jan 22, 2025

United Airlines is looking for a Senior Software Developer to join their Digital Technology team. The role involves developing critical applications, working with a team of developers, and designing cloud-based solutions. The company values diversity and inclusion and offers competitive benefits and opportunities for growth.

Shift Lead

Company: Walgreens

Location: Oak Lawn, IL

Posted Jan 21, 2025

The role involves managing store operations, including opening and closing the store, handling cash, managing inventory, and ensuring a positive customer experience. Key responsibilities include managing deliveries, processing returns and refunds, maintaining store cleanliness, and assisting with pharmacy tasks. The position requires leadership experience, fluency in English, and knowledge of store systems. The role is based in Oak Lawn, IL, with a salary range of $17 - $19 hourly.

Senior Developer - Information Technology

Company:

Location: Chicago, IL

Posted Jan 22, 2025

United Airlines is inviting applications for a Senior Software Developer role, emphasizing their commitment to becoming the best airline in aviation history. The role involves developing critical applications, focusing on cloud-based solutions, and working with diverse technologies. The successful candidate will be part of the united.com payments team, handling various payment methods and collaborating with backend services. United Airlines values inclusion and offers a competitive benefits package, including parental leave, 401k, and space-available travel.

Beauty and Wellness Consultant

Company: Walgreens

Location: Edwardsville, IL

Posted Jan 21, 2025

The job description outlines responsibilities for a Beauty Consultant at Walgreens, focusing on maximizing sales and brand awareness through exceptional customer care. Key tasks include engaging customers, resolving issues, providing expertise in product demonstrations, leading in-store events, and maintaining department standards. The role requires achieving sales goals, partnering with leadership for improvement, and staying updated on industry trends. Preferred qualifications include cosmetology or esthetician licensure, experience with prestige brands, and a beauty school degree.

Data Architect Manager

Company: Accenture

Location: Chicago, IL

Posted Jan 21, 2025

Accenture LLP is seeking a Data Architect Manager in Chicago, IL. The role involves designing and building scalable data solutions, including Spotfire, Power BI, SSRS, Azure, Hive, Python, Azure Data Factory, SSIS, Data Meer, DataIKU, and OLAP cubes. The candidate must have a bachelor's degree in a relevant field and 6 years of experience in SQL/NoSQL databases, report/dashboard development, ETL processes, Python programming, and Agile project management.

Sales Enablement Specialist

Company: SpotHero

Location: Chicago, IL

Posted Jan 22, 2025

SpotHero, a rapidly growing parking industry technology company, is seeking a Sales Enablement Specialist. The role involves enhancing the sales organization's effectiveness by creating solutions for onboarding, training, and content management. The ideal candidate will have 2+ years of experience in Sales, Marketing, or Sales Enablement, proficiency in LMS and CMS platforms, and excellent communication skills. The company offers a unique career opportunity with excellent benefits, flexible PTO, and a supportive work environment. The position is based in Chicago, Illinois, with a requirement to work in the office once a week.

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.

Related Pages