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.

Staff Engineer, BESS

Company: Invenergy

Location: Chicago, IL

Posted Jan 28, 2025

Invenergy is seeking a Staff Engineer to perform engineering activities for project development and assist with the technical design and evaluation of utility-scale battery storage projects. The role involves interfacing with OEMs, preparing conceptual project layouts, conducting site visits, supporting permitting efforts, managing battery array layout and design, collaborating with various teams, and providing RFP support. The ideal candidate should have a BS in Electrical, Chemical, or Mechanical Engineering, 0-3 years of professional experience, and eligibility to work in the US. Preferred skills include experience in the renewable energy industry, proficiency in Microsoft Office, multitasking abilities, excellent communication skills, and interest in renewable energy. The base pay range is $70,000 - $90,000 USD annually with a 15% bonus potential.

Platform DevSecOps Engineer Intern (Summer 2025)

Company: Vail Systems, Inc.

Location: Chicago, IL

Posted Jan 28, 2025

The job posting is for a Platform DevSecOps Engineer Intern position at Vail, a company specializing in voice interactions. The role involves designing and implementing security solutions for Kubernetes and containerized environments, using tools like Kubernetes, Docker, Jenkins, GitLab, and security frameworks. The intern will develop automation scripts, collaborate with team members, create security metrics dashboards, test and implement Kubernetes security policies, and develop documentation for secure practices. The ideal candidate is a junior or senior-level student pursuing a degree in Computer Science, Cybersecurity, Software Engineering, or a related field, with foundational understanding of Secure Software Development Lifecycle, secure coding principles, and DevOps principles. Proficiency in scripting languages like Python or Bash is required, with experience in compiled languages like Go being a plus. Excellent communication skills and curiosity about modern security practices are also desired.

Technical Product Analyst

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 28, 2025

McDonald's is accelerating its growth strategy, focusing on Delivery, Digital, and Drive-Thru. The company aims to leverage AI, robotics, and emerging tech to digitize the Golden Arches and enhance customer experience. The Technical Product Analyst role is part of the Global Technology Infrastructure & Operations team, responsible for optimizing user experience, conducting user research, and translating insights into product strategy. The role requires a self-starter with strong project management skills, analytical capabilities, and excellent communication skills.

Lead Product Owner, Cat Foresight - Planned Maintenance (PM) (Remote)

Company: Caterpillar

Location: Peoria, IL

Posted Jan 28, 2025

Caterpillar Inc. is seeking a Lead Product Owner for the Cat Foresight Planned Maintenance product. The role involves close collaboration with various teams, understanding business needs, setting product direction, driving development, managing costs, and ensuring product quality. The ideal candidate should have a degree, experience in digital product ownership, practical domain expertise in Cat business processes, and strong skills in digital product strategy, user-centric design, data analysis, and technical fluency. The position offers a competitive salary, benefits, and opportunities for career growth and working with emerging technologies.

Associate Director, Time & Pay Technology​

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 28, 2025

The Associate Director of Time and Pay Technology at Kraft Heinz will lead the development and implementation of HR tech, ensuring alignment with engineering best practices. This role involves collaborating with cross-functional teams, optimizing HR systems, and managing a team of HR technology specialists. The ideal candidate will have significant experience in digital HR products, product strategy, and software engineering team leadership. The role is based in Chicago, IL, and offers a competitive salary range of $159,400 - $199,200, along with comprehensive benefits and wellbeing programs.

Pharma Field Sales - Diabetes Care Specialist - Chicago Heights Illinois

Company: Novo Nordisk

Location: Chicago, IL

Posted Jan 28, 2025

The Diabetes Sales Team at Novo Nordisk is responsible for leading US sales efforts for their robust cardiometabolic product portfolio, which includes world-class therapies for diabetes, obesity, and cardiovascular event reduction. Team members have frontline exposure to portfolio vision, business strategies, and market insights. They drive the NNI portfolio strategy in collaboration with the marketing team, ensuring the latest therapies reach those in need. Novo Nordisk is the global leader in diabetes care and a major player in defeating other chronic conditions. The position involves achieving sales goals by implementing marketing and sales strategies to effectively sell and promote Novo Nordisk's product portfolio to healthcare professionals and office staff. Essential functions include understanding local payer markets, territory customer groups, and developing territory business plans. The role requires a self-starter with leadership aptitude, a solid understanding of diabetes, and the ability to communicate technical product information.

Content Marketing Intern

Company: iManage

Location: Chicago, IL

Posted Jan 28, 2025

iManage offers a paid internship program for students to gain hands-on experience in a dynamic technology company. The program, based in Chicago, runs from June 2nd to August 8th and includes project-based activities, team building, and fun experiences. Interns will work on the Content Marketing team, creating engaging marketing content, building website pages, and reporting on content performance. The ideal candidate has a degree in Marketing, Business Administration, Communications, Journalism, English, or a related field, with strong writing and communication skills, knowledge of marketing strategy, and the ability to work independently and in a team. iManage is committed to diversity and encourages applications from all qualified candidates.

Design & UX Manager (Hybrid)

Company: Enova

Location: Chicago, IL

Posted Jan 28, 2025

Enova Studios is seeking a User Experience and Design Leader with 7-10 years of experience in UX design, including people management. The role involves leading a team of designers, fostering relationships with product and engineering teams, and driving a data-driven design approach. The ideal candidate will have expertise in creating and maintaining wireframe systems, user flows, prototypes, and specifications. Enova offers a competitive salary range, comprehensive benefits, and a values-driven work environment.

Manager Digital Project

Company: Caterpillar

Location: Peoria, IL

Posted Jan 28, 2025

Caterpillar Inc. is seeking a project manager for its Integrated Procurement (IP) platform, the largest ecommerce platform of the company. The role involves overseeing project activities, developing contingency plans, managing a global team, and ensuring adherence to quality standards. The ideal candidate should have strong Excel skills, experience with MS Project, multitasking abilities, technical aptitude, and excellent communication skills. Caterpillar offers a flexible hybrid work environment, competitive compensation, and benefits, including a 401k savings plan, health savings account, and tuition reimbursement. The job description is intended as a general guide and may be subject to change based on organizational needs.

Business Strategist

Company: IMC Trading

Location: Chicago, IL

Posted Jan 28, 2025

IMC, a leading global trading firm, is seeking a TechnologyFocused Business Strategist to join their global business strategy team in Chicago. The role involves integrating technological insights into broader business strategies, collaborating with senior leaders, and driving growth and innovation. The ideal candidate should have at least 5 years of experience in a strategic role within tech or finance, a degree in a relevant field, and hands-on experience with technology-driven initiatives. The role offers a competitive salary range of $165,000 to $275,000 USD, along with potential bonuses and benefits.

IT Analyst - Applications

Company: Caterpillar

Location: Peoria, IL

Posted Jan 28, 2025

Caterpillar Inc. is seeking a professional with expertise in agile development, data analytics, and ETL processes. The role involves analyzing customer requirements, discerning data accuracies, researching and documenting data specifications, and understanding software development and web technologies. The successful candidate will work with systems integration, database design, and cloud computing. Caterpillar offers a comprehensive total rewards package, including medical, dental, vision coverage, 401k, and potential annual bonuses. The primary locations for this position are East Peoria, IL, Nashville, TN, and Dallas, TX.

Network Engineer - Chicago

Company: Wolverine Trading

Location: Chicago, IL

Posted Jan 28, 2025

Wolverine Trading is seeking a network engineer with extensive experience in low-latency network design and implementation for their proprietary real-time trading systems. The candidate must have a strong background in network operating systems, firewalling, and VPN technologies. They will work closely with software engineers and traders to ensure high availability of the electronic trading infrastructure. The role involves designing and implementing low-latency network solutions, managing strategic projects, and troubleshooting network issues. The candidate should have excellent communication skills and be eligible to work in the US without sponsorship. Wolverine Trading offers a competitive salary, comprehensive benefits, and a positive work culture with opportunities for professional development.

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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