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.

SMB Account Executive - Agentforce & Data Cloud

Company: Salesforce

Location: Chicago, IL

Posted Jan 22, 2025

Salesforce, a leading company in AI, Data, and CRM, is seeking Cloud Account Executives. The role involves driving revenue growth and fostering client relationships for Agentforce and Data Cloud products. Candidates should have 2-5 years of B2B tech sales experience, preferably with AI technologies and cloud data platforms. They will engage potential clients, understand their needs, and present tailored solutions. Salesforce offers world-class training, mentorship, and benefits, emphasizing a commitment to equality and community service.

Patient Care Technician

Company: DaVita

Location: Chicago, IL

Posted Jan 22, 2025

Center Director

Company: KinderCare Learning Companies

Location: Riverwoods, IL

Posted Jan 22, 2025

KinderCare Learning Companies, the first early childhood education provider to receive the Gallup Exceptional Workplace Award, is seeking a Center Director. This role involves hiring, engaging, and developing a team of educators, partnering with parents, and cultivating positive relationships with families, teachers, and community partners. The Center Director will use their business, sales, and marketing skills to grow KinderCare's presence in the community. Benefits include discounted child care, medical, dental, and vision coverage, mental health support, health and wellness programs, and more. KinderCare is committed to providing high-quality child care to all families, regardless of their background.

Special Investigation Unit Manager Clinical Certified Professional Coder (Aetna SIU)

Company: CVS Health

Location: Springfield, IL

Posted Jan 22, 2025

CVS Health is seeking a Manager to lead their Special Investigations Unit's team of Certified Professional Coders (CPC). The Manager will oversee coding reviews for fraud detection, investigation, and prevention, ensuring compliance with regulatory requirements. They will lead, mentor, and develop the team, establish goals, and ensure alignment with organizational objectives. The role requires extensive experience in healthcare fraud detection and strong leadership skills.

Customer Service Representative

Company: TruGreen

Location: Bolingbrook, IL

Posted Jan 22, 2025

TruGreen, a leading lawn care company, is accepting applications on an ongoing basis. They emphasize the importance of every role in their company's success and offer a range of benefits including competitive wages, career growth opportunities, and comprehensive health plans. The job involves delivering superior customer support, resolving issues, and upselling additional services. Key requirements include excellent customer service skills, conflict resolution abilities, sales skills, proficiency in Microsoft Office, and familiarity with social media. TruGreen values diversity and inclusion, and is committed to hiring veterans. The pay range is $30,436.00 - $54,785.00.

Closing Team Leader

Company: Target

Location: Villa Park, IL

Posted Jan 22, 2025

Target offers competitive wages ranging from $23.75 to $40.40 per hour, with variations based on factors like position, labor market, education, experience, and certifications. The company invests in its team members by providing comprehensive health benefits, 401(k), employee discount, and paid time off. Target emphasizes a guest-centric culture, with Closing Team Leaders ensuring a positive guest experience, driving sales, and managing store operations. The role requires previous retail experience, strong communication skills, and the ability to work in a fast-paced environment. Target is an inclusive and supportive workplace, offering training and growth opportunities for its team members.

Pharmacy Technician

Company: CVS Health

Location: Oak Park, IL

Posted Jan 22, 2025

CVS Health emphasizes its commitment to human-centric health care, guided by a single purpose: 'Bringing our heart to every moment of your health.' The company aims to deliver enhanced, personalized, convenient, and affordable health care solutions. Pharmacy Technicians play a crucial role in this mission, supporting pharmacy teams to ensure smooth operations, accurate prescription fulfillment, and exceptional patient service. Technicians are expected to demonstrate empathy, genuine care, and a growth mindset, contributing to a safe, inclusive, and engaging team dynamic. They must comply with all relevant laws and regulations, and complete necessary training and certification requirements.

Pharmacy Technician

Company: CVS Health

Location: Deerfield, IL

Posted Jan 22, 2025

CVS Health is inviting applications for Pharmacy Technicians, emphasizing their commitment to human-centric healthcare. The role involves delivering compassionate care, managing prescriptions, and ensuring regulatory compliance. The company offers a supportive environment, training, and opportunities for career growth. The ideal candidate should have attention to detail, customer service skills, and basic mathematical reasoning. Previous pharmacy or retail experience is preferred but not required.

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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