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.

Pharmacy Technician

Company: CVS Health

Location: Chicago, IL

Posted Jan 22, 2025

Pharmacy Technician

Company: CVS Health

Location: Edwardsville, IL

Posted Jan 22, 2025

Sr. Content Strategist

Company: ServiceNow

Location: Chicago, IL / Remote

Posted Jan 22, 2025

ServiceNow, a global market leader in AI-enhanced technology, is hiring a Sr Integrated Content Strategist. The role involves leading the development and management of comprehensive content strategies, aligning with priority personas, product innovations, and campaign objectives. The strategist will collaborate with cross-functional teams to create impactful content strategies, drive innovation, and monitor campaign performance. The ideal candidate should have 12+ years of experience in marketing, content strategy, or related roles within a B2B SaaS or technology environment, with a proven track record in designing multi-channel content strategies. The position offers a competitive base pay, equity, variable/incentive compensation, and benefits.

Assistant Store Leader

Company: Kroger

Location: Peoria, IL

Posted Jan 22, 2025

The job description outlines responsibilities for a store management role at Kroger. Key duties include overseeing all departments, ensuring a positive customer experience, leading teams in merchandising initiatives, managing store operations in the manager's absence, and achieving sales, wage, and profit budgets. The role also involves promoting inclusive leadership, building community relationships, and providing performance feedback to associates. Qualifications include a high school diploma, relevant experience, and staff supervisory experience. Kroger offers comprehensive benefits including healthcare, flexible scheduling, emotional and financial support, associate discounts, tuition reimbursement, and growth opportunities.

Software Engineer (Onsite)

Company: RTX

Location: Rockford, IL

Posted Jan 22, 2025

Chief of Staff

Company: tastytrade/ tastylive/ tastyfx/ tastycrypto

Location: Chicago, IL

Posted Jan 22, 2025

The job posting is for a Chief of Staff role in the technology department of tastytrade, a financial media network and brokerage firm. The role involves working closely with the regional CTO and other technology leaders to optimize operations, align efforts with strategic priorities, and foster a culture of innovation. The successful candidate will serve as a trusted advisor, handle special projects, lead cross-functional initiatives, and develop mechanisms for tracking key performance metrics. They will also promote diversity and inclusion, manage high-impact opportunities for improvement, and collaborate with leadership to harmonize technology and business strategies. The ideal candidate should have experience managing projects involving software engineers, be naturally curious, an excellent communicator, and have strong relationship management and strategic thinking skills. Familiarity with trading financial markets or brokerage technologies is a plus. The role offers a competitive salary, performance bonuses, stock purchase options, and a range of team perks.

Part-Time Stockroom Operations Associate (Early Morning)

Company: Kohl's

Location: Crystal Lake, IL

Posted Jan 22, 2025

The job role involves delivering excellent customer service, managing store operations, processing freight, replenishing sales floor stock, and engaging with customers. Key responsibilities include receiving and processing product, maintaining stockroom operations, and executing omni-channel fulfillment. The role also requires strong customer service skills, attention to detail, and the ability to multi-task. No retail experience is required, but client-facing retail or service industry experience is preferred. The job offers a pay range of $15.00 - $21.65, along with various benefits including work-life balance, health & wellness programs, savings & retirement benefits, insurance programs, and support for life events.

Full-Time Key Carrier

Company: The TJX Companies, Inc.

Location: O'Fallon, IL

Posted Jan 22, 2025

Marshalls, a retail store, is seeking a Key Carrier to contribute to the growth of their career. The role involves alternating between Coordinator and Key Carrier, maintaining all aspects of the store, and providing exceptional customer service. The company culture is positive, encouraging, and embraces change. Benefits include an associate discount, 401(k) contributions, and various discounts on insurance and services. The starting pay range is $17.00 to $17.50 per hour.

(USA) .com Replenishment Driver - BP Fri-Sun 530a-530p

Company: Walmart

Location: Homewood, IL

Posted Jan 22, 2025

This job posting is for a position at Sam's Club, located in Matteson, IL. The role involves communicating with customers, suppliers, and associates, ensuring sufficient merchandise for order fulfillment, maintaining freight and label quality, and organizing the warehouse. The position also emphasizes leadership expectations such as respect for the individual, acting with integrity, serving the customer, and striving for excellence. Benefits include competitive pay, performance-based bonuses, health benefits, financial benefits, paid time off, and other perks like discounts and education benefits. The hourly wage range is $22.35-$25.85, with potential premiums based on various factors.

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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