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.

Shift Lead

Company: Walgreens

Location: Plainfield, IL

Posted Jan 22, 2025

The role involves managing store operations, including opening and closing the store, handling cash, managing inventory, and ensuring a positive customer experience. Key responsibilities include managing deliveries, processing returns and refunds, maintaining store cleanliness, and assisting with pharmacy tasks. The position requires leadership experience, fluency in English, and knowledge of store systems. The role is based in Plainfield, IL, and the salary range is $17 - $19 per hour.

Emerging Store Manager

Company: Walgreens

Location: Rock Island, IL

Posted Jan 22, 2025

The role involves supervising customer service associates and designated hitters, managing the front end of the store, and making recommendations for overall operations. The individual is responsible for supporting the Store Manager in achieving company deliverables, managing store team members, and ensuring proper merchandising, protection of store assets, and improving store sales and profitability. They lead and manage store team members, including recruitment, hiring, performance management, and discipline. The role also involves engaging customers and patients, resolving complaints, and improving customer service metrics. Operations management includes supervising store activities, collaborating with external partners, and managing cash, inventory, and bookkeeping. The individual is accountable for business performance management, people and performance management, and training & personal development. They communicate regularly with team members and assist in planning and communicating company strategy.

Shift Lead

Company: Walgreens

Location: Aurora, IL

Posted Jan 22, 2025

The role involves managing store operations, including opening and closing the store, handling cash, managing inventory, and ensuring a positive customer experience. Key responsibilities include managing deliveries, processing returns and refunds, maintaining store cleanliness, and assisting with pharmacy tasks. The ideal candidate should have prior leadership or retail experience, be fluent in English, and possess knowledge of store inventory control. The position offers a salary range of $17 - $19 per hour.

FP&A Process Improvement Manager

Company: RWE Clean Energy

Location: Chicago, IL

Posted Jan 22, 2025

RWE is seeking a FP&A Process Improvement Manager for their Chicago office. The role involves optimizing planning and reporting processes, driving digitalization, and contributing to the 'Growing Green' journey. Key responsibilities include advising the FP&A team, managing a project portfolio, ensuring efficient reporting, and collaborating with various departments. The ideal candidate should have a university degree in business administration or related studies, several years of FP&A experience, advanced project management skills, and good communication abilities. RWE offers comprehensive benefits and is committed to renewable energy, aiming to be carbon neutral by 2040.

Roofing Sales Hiring Now Training Provided

Company:

Location: Orland Park, IL

Posted Jan 22, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Shift Lead

Company: Walgreens

Location: Lincolnshire, IL

Posted Jan 22, 2025

Shift Lead

Company: Walgreens

Location: Chicago, IL

Posted Jan 22, 2025

Pharmacy Manager

Company: Walgreens

Location: Aurora, IL

Posted Jan 22, 2025

The job involves providing pharmacy consulting services with empathy to patients, ensuring effective medication usage and awareness of drug interactions. The role includes offering preventive and clinical healthcare services such as immunizations, diagnostic testing, and patient outcomes services. Key responsibilities encompass patient experience, operations, and people & performance management. The pharmacist engages patients, resolves issues, and models customer service best practices. They counsel patients on medication usage, side effects, interactions, and privacy, and perform pharmacist tasks like compounding and drug therapy reviews. The role also involves maintaining pharmacy operations in accordance with regulations, collaborating on business opportunities, and ensuring accurate insurance claim processing. Clinical and wellness services, such as immunizations and diagnostic testing, are also part of the role. The pharmacist manages staff performance, maintains records, and promotes community health awareness.

Outside Sales Representative

Company:

Location: Joliet, IL

Posted Jan 22, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling representatives to focus on sales. The company offers competitive compensation including draw advancement, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Responsibilities include prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Outside Sales Reps Hiring Immediately

Company:

Location: Aurora, IL

Posted Jan 22, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in West Chicagoland. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing sales reps more time for tasks. Compensation includes a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with a 4% employer match, and a training & development program. Responsibilities involve prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Roofing Sales $65K-200K Total Compensation!

Company:

Location: Tinley Park, IL

Posted Jan 22, 2025

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and a valid driver's license.

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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