Technical Leadership Jobs in Chicago, IL

41,757 open positions · Updated daily

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.

Web Channel and SEO Director

Company: CVS Health

Location: Chicago, IL

Posted Jan 24, 2025

CVS Health is seeking a Web Channel Owner for Aetna Medicare, responsible for managing acquisition and engagement of members, prospects, and shoppers on Aetna.com and related digital properties. The role involves partnering across various teams to set direction for and manage execution of acquisition, conversion, and retention experiences. Key responsibilities include owning end-to-end public site experiences, defining and prioritizing digital marketing capabilities, directing SEO program, and serving as the marketing lead for integrating Aetna Medicare experiences into the core Aetna.com website. The ideal candidate should have 8+ years of experience managing an enterprise marketing website, 3+ years of people leadership, and deep proficiency in digital analytics.

Patient Care Technician

Company: DaVita

Location: Evanston, IL

Posted Jan 24, 2025

Retail Store Manager - $5K and Relocation Available

Company: Spectrum

Location: O'Fallon, IL

Posted Jan 24, 2025

Spectrum is seeking a Retail Store Manager with 3-5 years of sales and customer service experience. The role involves inspiring a team, coaching sales reps, and ensuring store success. Benefits include dynamic growth, competitive pay, supportive teams, and total rewards. The position offers a base pay between $47,800.00 and $79,100.00, with a commission earnings target of $11,000.

Consulting, Senior Consultant

Company: Deloitte

Location: Chicago, IL

Posted Jan 24, 2025

Deloitte Consulting LLP is seeking a Senior Consultant in Chicago, Illinois, with potential for national travel. The role involves driving SAP software advisory and implementation services, improving digital capabilities, and enabling innovation with SAP digital solutions. Key responsibilities include setting engagement objectives, performing system assessments, providing application analysis, and using data mining tools for analytical support. Requirements include a Bachelor's degree, 2 years of related experience, and expertise in SAP S/4HANA FICO, BTP, and other modules. The position offers a competitive salary and benefits, with opportunities for professional development and a diverse, inclusive culture.

Residential Lawn Specialist/Aerator

Company: TruGreen

Location: Champaign, IL

Posted Jan 24, 2025

TruGreen, a leading lawn care company, is accepting applications on an ongoing basis. The job involves administering timely lawn applications, diagnosing and correcting customer problems, and recommending products to grow the customer base. TruGreen offers competitive wages, health insurance, training, and development opportunities. The role is outdoors, with no two days being the same. The company values its employees, providing a supportive team environment and commitment to diversity and inclusion.

Director of Event Sales - Morton Arboretum

Company: Aramark

Location: Downer's Grove, IL

Posted Jan 24, 2025

Software Engineer, Machine Learning Platform & Operations

Company: Grainger

Location: Chicago, IL

Posted Jan 24, 2025

Grainger, a leading industrial distributor, is seeking passionate individuals to join their Machine Learning Operations & Platform team. The role involves building and maintaining core infrastructure components, designing user-friendly software systems, and guiding machine learning, product, and business domain teams. The ideal candidate should have strong software engineering fundamentals, experience with cloud-based services, and familiarity with DevOps or GitOps practices. Expertise in machine learning applications and associated frameworks is a plus.

Tax Senior

Company: Deloitte

Location: Chicago, IL

Posted Jan 24, 2025

DELI/DEPT LEADER

Company: Kroger

Location: Peoria, IL

Posted Jan 24, 2025

Specialist, Development Program Manager (Hybrid)

Company: RTX

Location: Rockford, IL

Posted Jan 24, 2025

Collins Aerospace is seeking a Development Program Manager for their Ground Support Equipment organization in Rockford, IL. The role involves leading and managing multi-functional, multi-site engineering teams, overseeing program lifecycle, ensuring adherence to plans, schedules, and budgets, and directing all program phases from inception to completion. The position offers opportunities to sharpen project management skills, deepen understanding of complex program navigation, and expand expertise in legal compliance, proposal preparation, and financial negotiations. Qualifications include a university degree or advanced degree with relevant experience, or equivalent experience in absence of a degree. The role offers competitive benefits including medical, dental, vision insurance, generous 401(k) plan, tuition reimbursement, and more.

Managing Consultant, Services - Emerging Verticals Business Development (open to Remote US)

Company: Mastercard

Location: Chicago, IL

Posted Jan 24, 2025

Mastercard is seeking a Managing Consultant for its Services Business Development team to drive growth in value-added services within Emerging Verticals. The ideal candidate should have an undergraduate degree, preferably an MBA, and a proven track record in sales, managing a pipeline, and influencing stakeholders. They must possess excellent narrative development, storytelling, and presentation skills, along with strong analytical abilities and creativity. The role involves delivering against sales targets, managing client relationships, and driving innovation in Services. Mastercard offers competitive compensation and benefits, including health insurance, flexible spending accounts, paid leaves, 401k matching, and more.

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.

Related Pages