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.

US Private Bank- General Service Associate

Company: JPMorgan Chase

Location: Chicago, IL

Posted Jan 23, 2025

J.P. Morgan is seeking a General Service Associate for the U.S. Private Bank. The role involves maintaining and enriching client relationships, providing telephone-based support, and partnering with various teams to deliver seamless client service. Key responsibilities include researching and resolving client inquiries, adhering to controls policies, and utilizing multiple systems for efficient service. Required qualifications include strong communication skills, proficiency in Microsoft Office Suite, and the ability to work under pressure. Preferred qualifications include a college degree, client service experience, and familiarity with financial products. J.P. Morgan offers competitive total rewards, comprehensive benefits, and a diverse and inclusive work environment.

Principal Solution Architect

Company: CVS Health

Location: Buffalo Grove, IL

Posted Jan 23, 2025

Lawn Specialist Aerator

Company: TruGreen

Location: Rock Island, IL

Posted Jan 23, 2025

Senior Business Systems Engineer - SAP FICO (Controlling & Tax)

Company: Grainger

Location: Lake Forest, IL

Posted Jan 23, 2025

The company, a leading industrial distributor with operations in North America, Japan, and the UK, is seeking a Business Systems Engineer. The role involves leading the design, configuration, and implementation of SAP FICO modules, including Profitability Analysis, Product Costing, Material Ledger, COPA, Profit Center Accounting, Taxation, and integrations. The candidate should have 7+ years of experience in SAP FICO modules and 5+ years in taxation. The position offers a base pay compensation range of $93,000.00 to $154,900.00, with potential for more based on factors like geographic location and experience. The company is committed to equal employment opportunity and fostering an inclusive environment.

Regional Sales Manager, Mid-Size Law Firms

Company: Thomson Reuters

Location: Chicago, IL

Posted Jan 23, 2025

The Regional Sales Manager for the MLF Channel is tasked with leading a team to drive revenue growth through customer acquisition, upselling, and retention. Key responsibilities include maintaining fully staffed territories, hiring qualified employees, coaching and training Senior Sales Executives, managing regional territories, and fostering positive customer relationships. The ideal candidate should have a four-year degree, 5-7 years of B2B sales experience, and strong leadership, coaching, and product knowledge. Thomson Reuters offers a comprehensive benefits package, including wellbeing, culture, learning & development, social impact, and purpose-driven work.

Veterinarian

Company: Banfield Pet Hospital

Location: Naperville, IL

Posted Jan 23, 2025

Principal Product Owner - Home Loans

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Senior Sox Auditor

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Senior Principal Business Strategy Analyst - Payments

Company: Discover

Location: Riverwoods, IL

Posted Jan 23, 2025

Discover is offering a job opportunity in the Transaction Products team, a part of the Core Products organization. The role involves working on strategic opportunities for emerging transaction capabilities, conducting market research, and collaborating with leadership to execute initiatives. The company values unique qualities and encourages growth, offering a chance to make a difference in a leading digital banking and payments company. The position requires a Bachelor's degree in Business Administration or related field and 6+ years of experience in M&A, investment banking, corporate development, transaction advisory, consulting, or related fields. The role involves researching industry trends, conducting analysis, and developing presentation materials. The base pay ranges from $106,000.00 to $178,800.00, with additional incentives possible. Discover is committed to a diverse and inclusive workplace.

Software Engineer

Company: CSC

Location: Buffalo Grove, 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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