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.

Sr. Associate, Information Security Engineering

Company: Revantage, a Blackstone Portfolio Company

Location: Chicago, IL

Posted Jan 30, 2025

Revantage, a Blackstone Real Estate portfolio company, is a global provider of corporate services. With a commitment to collaboration and inclusivity, Revantage delivers value-added services and world-class talent for Blackstone Real Estate portfolio companies across diverse asset classes. The company values its employees, offering dynamic work, competitive compensation, and flexibility. Revantage is seeking a Cloud Security Engineer to support operational innovation, provide security direction, and maintain secure resilient enterprise-grade cloud processes. The role requires a Bachelor's degree in computer science or related field, minimum 3 years of experience in security and systems administration with Azure cloud infrastructure, and strong understanding of Windows operating systems and Microsoft Azure cloud ecosystem.

Senior Business Intelligence Analyst

Company: Caterpillar

Location: Peoria, IL

Posted Jan 30, 2025

Caterpillar Inc. is seeking a Senior Business Intelligence Analyst for its Cat Digital division. The role involves leading strategic and tactical analytic projects, turning data into insights, and driving business growth. The ideal candidate will have a strong technical background in data structures using SQL, project management experience, and excellent communication skills. They will work with a diverse team to discover future trends in aftermarket through field data analytics. The position offers opportunities for career growth, competitive compensation, and benefits, including a flexible hybrid work environment. The role is based out of either Chicago, IL or Peoria, IL offices.

Senior Business Manager - Integrated Energy Systems

Company: UL Solutions

Location: Chicago, IL

Posted Jan 30, 2025

The text describes a Business Manager role for Integrated Energy Systems in UL's fastest-growing team. The role is hybrid, requiring 3 days a week in Northbrook IL or Melville NY. Responsibilities include developing and implementing commercial and operational strategies, managing P&L activities and budget, ensuring financial targets are met, and driving initiatives for new business opportunities. The role also involves managing costs, reporting, forecasting, and workflow overviews. The ideal candidate should have a university degree in Engineering, Business, or a similar field, with 10+ years in the Energy Systems sector and 5+ years of leadership experience. The role offers a competitive salary, annual bonus, health benefits, wellness benefits, and retirement savings. UL Solutions is a global leader in applied safety science, working at the center of safety and sustainability, with projects in electrical infrastructure, renewable energy, and electrified transportation.

AVP, Transaction Accounting

Company: Revantage, a Blackstone Portfolio Company

Location: Chicago, IL

Posted Jan 30, 2025

Revantage, a Blackstone Real Estate portfolio company, is a global provider of corporate services. With a commitment to collaboration and inclusivity, Revantage delivers value-added services and world-class talent for Blackstone Real Estate portfolio companies across diverse asset classes. The company values its people, fostering a workplace where everyone can be themselves and do their best work. The AVP Transactions Accounting role involves assisting with acquisition and disposition closings, managing a team, and preparing journal entries. The ideal candidate should have a Bachelor's degree in Accounting, minimum 8 years of real estate investment accounting experience, and excellent communication and problem-solving skills.

Senior Product Manager, AI \u0026 Data

Company: BigTime Software, Inc.

Location: Chicago, IL

Posted Jan 30, 2025

BigTime is seeking a Senior Product Manager to lead the development and integration of AI-powered features into their SaaS platform. The role involves defining product strategies, delivering innovative solutions, and enhancing customer satisfaction. The ideal candidate will have 5+ years of technical product management experience, 3+ years managing SaaS products, and a proven track record of delivering AI-powered features. They will be responsible for AI product strategy and execution, integration and API roadmap, cross-functional collaboration, and product delivery and analytics. BigTime offers a competitive salary, comprehensive benefits, and a hybrid work schedule. This role is critical for BigTime's future growth, as they aim to transform how professional services organizations manage projects and make data-driven decisions.

Knowledge & Insights Analyst

Company: Caterpillar

Location: Peoria, IL

Posted Jan 30, 2025

Caterpillar Inc. is offering a job opportunity in its Digital and Data Technology sector. The role involves providing customer and dealer self-service support by analyzing multifaceted dashboards, identifying data trends, and creating solutions to enhance the support experience. The successful candidate will be responsible for crafting public-facing self-help content, optimizing search functionality, and collaborating with cross-functional teams for continuous improvement. The job requires a college degree, superior communication skills, strong organizational skills, and at least 2 years of experience in a contact center environment. Caterpillar offers a competitive salary, benefits, and opportunities for career growth.

Software Engineer (Chicago/Schaumburg Hybrid)

Company: Motorola Solutions

Location: Chicago, IL

Posted Jan 30, 2025

Motorola Solutions is seeking passionate software engineers with Java experience for a role in developing CommandCentral Video Services and Edge Appliance Software. The successful candidate will participate in design and implementation activities, develop requirements, code, and testing solutions, collaborate with technical leaders, and demonstrate flexibility in a multiteam environment. The company values a people-first culture and offers competitive benefits, including a base salary range of $56,900 to $105,300 USD, incentive bonus plans, medical, dental, and vision benefits, a 401K with company match, 10 paid holidays, generous paid time off packages, an employee stock purchase plan, paid parental and family leave, and more.

Product Owner Intern

Company: iManage

Location: Chicago, IL

Posted Jan 30, 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 learning opportunities. Interns will work on Agile teams, collaborate with various departments, and contribute to the iManage product suite. The role requires strong analytical skills, proficiency in Microsoft Office Suite, and excellent communication abilities. iManage values diversity and encourages applications from individuals with a growth mindset.

Analytics Director, Value-Based Care & Revenue Cycle Strategy

Company: IMO Health

Location: Chicago, IL

Posted Jan 30, 2025

The Analytics Director Value-Based Care & Revenue Cycle Strategy role at IMO Health involves serving as a domain expert for analytics solutions, focusing on healthcare reimbursement and clinical documentation best practices. The individual will guide the development of analytics solutions, develop client-level dashboards, collaborate with growth and customer success teams, and manage development resources. The role requires 7+ years of experience in healthcare reimbursement, clinical documentation, or related fields, a deep understanding of value-based care programs, and strong knowledge of revenue cycle analytics. The Analytics Director will also present data to clients, manage development resources, and drive continuous improvement in analytics offerings.

Sr. Manager, Application Security (Perm -Hybrid at our Chicago HQ near O'Hare Airport)

Company: Alliant Credit Union

Location: Chicago, IL

Posted Jan 30, 2025

The Sr Manager Application Security is responsible for developing secure development practices, leading the Secure DevOps application security program, and owning SAST/DAST tools. They will act as an SME in securing web and mobile applications, determine security requirements, and collaborate with corporate security governance. The role involves leading security-related projects, coaching staff, and ensuring compliance with regulatory requirements. The ideal candidate will have a Bachelor's degree in Business, Computer Science, or a related field, and at least 7 years of application security experience, including 3 years of people management. Certification in GCIH, GPEN, OSCP, GREM, CISSP, CISA, or CISM is preferred. The compensation range is $148,800 - $215,800 annually, with additional benefits including health care, 401k, work from home options, and education reimbursement.

Principal Compliance Specialist

Company: Discover

Location: Chicago, IL

Posted Jan 30, 2025

Discover is seeking a Principal Compliance Specialist to ensure adherence to regulatory requirements. The role involves identifying and mitigating compliance risks, facilitating compliance with the Compliance Management System, and managing regulatory exams. The ideal candidate will have a Bachelor's degree in a relevant field and 6+ years of experience in compliance, risk management, or a related field. Bonus points for a Master's degree and additional years of experience. The position offers a competitive salary and benefits package, and Discover is committed to a diverse and inclusive workplace.

Total Rewards Global Process Owner

Company: Kraft Heinz

Location: Chicago, IL

Posted Jan 30, 2025

The job description outlines a role for a Total Rewards Global Process Owner at Kraft Heinz. The position involves overseeing and harmonizing global Total Rewards processes, including compensation, benefits, and recognition administration. The role requires designing and running global capabilities for Total Rewards processes, collaborating with internal and external partners, and establishing key performance indicators. The ideal candidate should have deep experience in Total Rewards administration, strong leadership and communication skills, and a process improvement mindset. The role is based in Chicago, IL, and offers a competitive salary range, performance-based bonus, and comprehensive benefits package.

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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