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) Personal Shopper - Sam's

Company: Walmart

Location: Oak Park, IL

Posted Jan 23, 2025

The job involves developing and supporting membership by providing information on benefits, promoting products, processing memberships, and meeting sales goals. Safety of the facility is maintained by adhering to safety standards and procedures. Member orders are fulfilled by reviewing, pulling items, scanning, wrapping, and palletizing them. Work assignments are completed by collaborating with team members and adapting to change. Member service is provided by acknowledging members, assisting with purchasing decisions, and resolving issues. The role requires respect for individuals, integrity, customer service, striving for excellence, and acting with humility. Competitive pay, performance-based bonuses, and various benefits are offered, including health, financial, and time-off benefits.

Salesforce Manager [Pharma & Life Science]

Company: PwC

Location: Chicago, IL

Posted Jan 23, 2025

PwC is seeking a Salesforce consulting generalist with a broad range of consulting skills and experience across various Salesforce applications. The role involves analysing client needs, implementing software solutions, and providing training and support for effective utilisation of Salesforce applications. The ideal candidate will have a proven track record in understanding client business problems and developing Salesforce technology-enabled solutions. They should also possess strong leadership skills, including coaching, managing performance, and delivering on client expectations. A Master's degree in Computer and Information Science or Management Information Systems is preferred, along with relevant Salesforce certifications. The salary range is $100,000 - $232,000, plus potential annual discretionary bonus.

Analyst,Underwriter

Company: CVS Health

Location: Chicago, IL

Posted Jan 23, 2025

CVS Health is seeking an underwriter with 1-3 years of experience in underwriting/accounting concepts, pricing methodologies, and funding arrangements. The role involves accurate analysis and risk assessment for new business group Medicare Advantage opportunities, applying underwriting guidelines, and assisting sales personnel. The company offers a competitive pay range, comprehensive benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO. The position is open until 01/24/2025.

Store Manager

Company: Staples

Location: Glen Ellyn, IL

Posted Jan 23, 2025

Supervisor, Packaging/Labeling

Company: Thermo Fisher Scientific

Location: Mount Prospect, IL

Posted Jan 23, 2025

The job posting is for a Supervisor position in the Clinical Trials Division (CTD) of Thermo Fisher. The role involves leading 20-40 employees in a clinical pharmaceutical manufacturing/packaging environment, ensuring adherence to Good Manufacturing Practices (GMP) and safety standards. Key responsibilities include daily scheduling, performance management, and driving continuous improvement. The ideal candidate should have a Bachelor's degree, 2-3 years of supervisory experience, and strong leadership, communication, and problem-solving skills. Preferred qualifications include clinical packaging experience, Lean or Six Sigma certification, and supervisory experience with teams of over 10 employees. Thermo Fisher offers competitive compensation, benefits, and opportunities for career growth.

Shift Supervisor Trainee

Company: CVS Health

Location: Springfield, IL

Posted Jan 23, 2025

CVS Health is offering a Shift Supervisor Trainee position, an entry-level role designed to prepare employees for higher-level supervisory roles. The role involves working effectively with store management and crews, supervising activities, and ensuring smooth store operations. The company emphasizes a human-centric approach to healthcare, focusing on personal, convenient, and affordable solutions. Successful trainees can be considered for Operations Supervisor or Shift Supervisor positions, which involve leading store staff, maintaining customer loyalty through excellent service, and handling all customer relations issues. The role requires deductive reasoning, analytical skills, computer skills, and advanced communication abilities. The pay range is $16.00 - $24.00, and the company offers comprehensive benefits including medical, dental, vision, 401(k), life insurance, disability benefits, well-being programs, education assistance, and PTO.

Client Solutions Manager, Retail

Company: Meta

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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