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.

[USA]coach/ops mgr trainee

Company: Walmart

Location: Paris, IL

Posted Jan 23, 2025

The role involves leading and developing teams effectively through teaching, training, and active listening. This includes touring stores, providing feedback, and communicating with associates at all levels regarding store operations and business initiatives. The individual will model exceptional customer service standards, resolve customer issues, and drive financial performance and sales. They will also provide supervision and development opportunities for hourly associates, ensure compliance with company policies, and uphold Walmart's values and standards of ethics and integrity.

Global Security Operations Center Operator

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Discover is offering a job opportunity in the Global Security Operations Center (GSOC) Operator role. The position involves evaluating and reporting on hazards and threats, dispatching security officers, and monitoring access control, alarm, and surveillance systems. The ideal candidate should have excellent communication skills, 2+ years of experience in law enforcement, military, corporate security, intelligence, business, or emergency management, and an associates degree in relevant fields. The role requires working from 6:00 a.m. to 2:00 p.m. CDT, Wednesday to Sunday. Discover values diversity and offers competitive compensation, benefits, and a collaborative culture.

Senior Software Engineer (Java)

Company: Adyen

Location: Chicago, IL

Posted Jan 23, 2025

MGR - Engineering Manager - JAVA - (Ideally CHI but can be REMOTE)

Company: Addison Group

Location: Chicago, IL

Posted Jan 23, 2025

The job posting is for an Engineering Manager position in Chicago, IL. The ideal candidate should have hands-on technical leadership and people management experience, proven development experience in a modern technology stack, and a passion for building creative, scalable solutions to complex problems. The company uses a variety of technologies including Spring Boot, Java, Kotlin, TypeScript, Angular, Webpack, Sass, Neo4j, Redis, RabbitMQ, JUnit, Jasmine, Karma, Protractor, Selenium, AWS, Ansible, Terraform, Hashicorp, Docker, Jira, Slack, Gitlab, and G Suite.

SEM Associate Director

Company: Accelerated Digital Media

Location: Chicago, IL

Posted Jan 23, 2025

Accelerated Digital Media, a self-funded, employee-owned digital marketing agency, is seeking an Associate Director of SEM. The role involves strategic leadership, team management, client collaboration, campaign strategy and planning, performance analysis and optimization, and budget management. The ideal candidate should have a Bachelor's degree in Marketing, Advertising, Business, or a related field, extensive experience in SEM and digital marketing, strong leadership and team management skills, exceptional analytical skills, and excellent communication skills. The company offers a competitive salary, performance-based bonuses, continuous professional development opportunities, and a supportive culture.

SAP Tech Arch Consultant (Hybrid Arch)

Company: Accenture

Location: Chicago, IL

Posted Jan 23, 2025

Accenture's SAP practice is highlighted, emphasizing their expertise in design thinking, agile methodologies, and cutting-edge technologies like IoT, automation, and AI. They've developed myConcerto, a blend of SAP and Accenture, aiding clients in achieving significant victories. Accenture invests in training employees on new SAP technologies such as SAP Leonardo, S/4HANA, and Cloud, supported by a vast community of over 50,000 members. Their achievements are recognized with over 70 SAP awards, making them the leading partner for SAP SuccessFactors, SAP Ariba, SAP Hybris, SAP FieldGlass, and SAP Concur. The job role involves being an SAP Cloud expert, providing technical support for cloud migrations, administering SAP on Cloud, defining data migration strategies, and analyzing cloud performance. Minimum requirements include 3 years of SAP Cloud and Basis experience, 2 years of Linux OS experience, and at least one Cloud certification. Bonus points for SAP S/4, SAP PO, and SAP Security certifications.

Entrepreneurial Agent Development Specialist - IL / IN

Company: The Auto Club Group

Location: Aurora, IL

Posted Jan 23, 2025

The Auto Club Group is currently hiring for a full-time Entrepreneurial Agent (EA) Development Specialist position. The role involves serving as a business consultant and partner to Entrepreneurial Agents, providing tactical and strategic support. Key responsibilities include assisting in the development and implementation of agency business goals, supporting the acquisition of new business, and ensuring agent productivity and growth. The successful candidate will also be responsible for building trust with assigned EAs and maintaining strong relationships with internal and external partners. The company offers a competitive salary, comprehensive benefits, and opportunities for professional development. Required qualifications include a valid driver's license, appropriate state licenses, and relevant work experience in insurance sales leadership and agent development.

SAP Fiori Consultant

Company: Accenture

Location: Chicago, IL

Posted Jan 23, 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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