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.

ServiceNow Database Administrator

Company: Leidos

Location: O'Fallon, IL

Posted Jan 24, 2025

The Digital Modernization Sector is offering a ServiceNow Database Administrator position for the Global Solutions Management - Operations II (GSM-O II) contract at DISA. The role involves managing and maintaining the Defense Information System Network (DISN) within the DOD Information Network (DODIN), supporting DISA's mission and transformation through innovation. The candidate must be a US citizen with a Secret clearance and Security+ certification, and be able to commute to Fort Meade, Scott AFB, Hill AFB, or San Antonio TX. Key responsibilities include designing schema, optimizing queries, securing user access, and ensuring compliance with vendor agreements. The ideal candidate should have 3+ years of Oracle and AWS database experience, 2+ years of ServiceNow support, and strong communication skills.

KYC Business Analyst

Company: Meta

Location: Chicago, IL

Posted Jan 24, 2025

The job posting is for a KYC Business Analyst role within Meta's FinTech Compliance Team. The role involves executing large-scale projects in payments, collaborating with various teams, and driving process innovation. Key responsibilities include analyzing data, proposing solutions, creating technical requirements, performing control testing, and contributing to process improvements. The ideal candidate should have a Bachelor's degree, 3+ years of business analysis experience, and understanding of finance and KYC controls. Proficiency in data analysis, process modeling, and SQL is required. Preferred qualifications include experience in a compliance department, working in a team environment, and communicating across different organizational levels.

(USA) Personal Shopper - Sam's

Company: Walmart

Location: Gurnee, IL

Posted Jan 24, 2025

Apprentice Technician

Company: CarMax

Location: Oakbrook, IL

Posted Jan 24, 2025

Shift Supervisor Trainee

Company: CVS Health

Location: Chicago, IL

Posted Jan 24, 2025

Senior Managing Consultant, Services Business Development

Company: Mastercard

Location: Chicago, IL

Posted Jan 24, 2025

Mastercard is seeking a Senior Managing Consultant for Services Business Development. The role involves driving growth with key customers, managing a portfolio of strategic clients, and promoting Mastercard Services solutions. The ideal candidate should have significant B2B sales experience, strong analytical and problem-solving skills, excellent communication and persuasion abilities, and a customer-first attitude. They must be able to own the sales process, from prospecting to executing commercial contracts, and achieve sales targets. The role also involves collaborating with stakeholders, defining engagement scope, and supporting project/customer success teams. Mastercard offers a competitive salary range of $161,000-250,000, along with comprehensive benefits.

Shift Supervisor Trainee

Company: CVS Health

Location: Peoria, IL

Posted Jan 24, 2025

Manager 3, Regional Operations Support / ROSI

Company: Sodexo

Location: Chicago, IL

Posted Jan 24, 2025

Sodexo is seeking a full-time Regional Operations Support Manager 3 (ROSI) for up to 18 months. The role involves managing people, processes, and projects, with a focus on driving client and patient satisfaction. The successful candidate will work closely with multiple directors/general managers, reports directly to the Client Executive, and is encouraged to apply for permanent positions at any Sodexo location. The position offers comprehensive benefits and opportunities for career growth. Sodexo values diversity and inclusion, and the ideal candidate will have 3-5 years of relevant experience, strong leadership skills, and a background in healthcare or facilities management.

Sales Development Program - Inside Sales (Hybrid in Vernon Hills, IL)

Company: BD

Location: Vernon Hills, IL

Posted Jan 24, 2025

BD, a leading global medical technology company, is seeking a sales representative for a hybrid role in Vernon Hills, Illinois. The ideal candidate will have 1-3 years of sales experience, a Bachelor's degree, and strong knowledge of Microsoft Office. Responsibilities include managing and building relationships within an assigned territory to increase revenue growth and customer satisfaction, presenting quarterly business updates, and maintaining a valid state-issued driver's license. BD offers a supportive environment for learning, growth, and career advancement, with competitive pay, benefits, and opportunities for future relocation.

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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