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.

Senior Solutions Engineer, Majors - Chicago

Company: Cloudflare

Location: Chicago, IL

Posted Jan 31, 2025

The Solutions Engineer role at Cloudflare involves building and maintaining long-term technical relationships with key stakeholders in strategic accounts. The role requires strong communication skills, experience in managing technical sales within large accounts, and a deep understanding of Cloudflare's solutions. The engineer will drive technical conversations across various lines of business, empower customers in their security and network transformation journeys, and represent Cloudflare at industry events. Desirable skills include proficiency in internet security technologies, networking, HTTP technologies, Zero Trust Network Access, SASE concepts, cloud computing, and scripting or programming experience.

Manager IT Solutions Engineering

Company: Ahold Delhaize USA

Location: Chicago, IL

Posted Jan 31, 2025

Ahold Delhaize USA is seeking a Solutions Engineering Manager to lead teams of software engineers and system analysts. The role involves building and delivering high-performing IT products, driving engineering best practices, and modernizing existing tech stacks. The manager will be responsible for hiring and developing talent, leading design and implementation of application platforms, and ensuring efficient and scalable applications. They will also manage budgets, technical personnel, and vendor performance. Preferred qualifications include a Masters Degree, Agile methodology experience, and retail or grocery industry experience.

Sr. Director, Strategic Product Portfolio

Company: Inspira Financial

Location: Chicago, IL

Posted Jan 31, 2025

Inspira Financial is seeking a Sr Director Product Portfolio Lead to develop a vision and strategy for a portfolio of products, ensuring alignment with business objectives and driving profitability. The role involves analyzing market trends, customer needs, and competitive dynamics to identify opportunities for innovation and growth. The ideal candidate should have 7-10 years of experience in the health and benefits industry, strong communication skills, and the ability to assess complex markets and competitive environments. The position offers a competitive salary of $190,000 - $215,000 per year.

Technical Project Manager I

Company: Vail Systems, Inc.

Location: Chicago, IL

Posted Jan 31, 2025

Vail Systems is seeking a Technical Project Manager to oversee the entire project lifecycle for innovative enterprise voice communication solutions on web and mobile channels. The ideal candidate should have a strong background in project management frameworks and agile methodologies, knowledge of customer service ticketing processes, IVR, and VoIP applications. The role involves partnering with engineering, product, operations, and support teams to establish project scope, timeline, and success metrics. The candidate will also manage communications, ensure documentation, and define support and maintenance procedures post-project completion.

Institutional Account Manager - Midwest

Company: Novo Nordisk

Location: Chicago, IL

Posted Jan 31, 2025

Novo Nordisk's Market Access and Public Affairs team works to improve patient access to innovative products for various conditions. They engage with diverse stakeholders, including healthcare providers, policymakers, and key decision-makers, to ensure the latest therapies reach those in need. The team's goal is to deliver optimal health outcomes for patients with diabetes, obesity, growth hormone deficiencies, and rare bleeding disorders. The role involves building relationships with targeted accounts, understanding customer business models, and developing business plans to facilitate access to Novo Nordisk's portfolio. The position requires a bachelor's degree, preferably a master's in a relevant field, and at least 7 years of pharmaceutical industry experience.

Manager, Global Events

Company: UL Solutions

Location: Chicago, IL

Posted Jan 31, 2025

The Manager Global Events role is a hybrid position based in Northbrook or Chicago, IL. Reporting to the Director of Regional Marketing, the role involves shaping and executing events that align with company goals. The successful candidate will lead the development of a global events program, oversee event selection, budget planning, and high-quality execution. They will collaborate with internal teams and external vendors to ensure seamless event delivery. The role requires a strategic thinker with a deep understanding of event trends, audience preferences, and industry best practices. The Manager will also establish and maintain scalable event processes within the department, guaranteeing best practices.

Manager Due Diligence

Company: UL Solutions

Location: Chicago, IL

Posted Jan 31, 2025

This job description outlines a hybrid role requiring 3 days onsite at the Northbrook office. The role involves supporting financial and accounting due diligence for multiple M&A target companies, providing insights into business drivers, financial performance, and trends. The role also includes reviewing stock/asset purchase agreements, coordinating accounting integration activities, and assisting with post-acquisition accounting reviews. The ideal candidate should have a university degree in Accounting/Finance, at least 5 years of related experience, and be a US CPA. Strong technical knowledge of US GAAP, experience with financial models in Excel, and post-merger integration experience are required. Excellent communication skills, detail orientation, and the ability to prioritize work are essential. The estimated salary range is $116,000 to $140,000, with a 20% target bonus and comprehensive benefits.

Technical Training Manager - Electrical Engineering

Company: UL Solutions

Location: Chicago, IL

Posted Jan 31, 2025

The job description is for a Technical Training Manager role in the Energy Industrial and Automation EIA segment. The role involves managing global technical training activities, developing training plans, and delivering technical education events. The ideal candidate should have a university degree, 5-7 years of Learning & Development or Technical Training experience, and an engineering background. The role offers a competitive salary, annual bonus, health benefits, and retirement savings. The company, UL Solutions, is a global leader in applied safety science, providing testing, inspection, and certification services. The role involves working on projects that help create safer structures and save lives.

Development Manager, MISO

Company: Apex Clean Energy

Location: Chicago, IL

Posted Jan 31, 2025

Apex Clean Energy is a mission-driven company specializing in utility-scale wind, solar, and storage facilities. They are seeking a Development Manager with at least 3 years of experience in renewable energy project development. The role involves managing the entire project lifecycle, from early-stage development to construction, including siting, land management, interconnection, and permitting. The ideal candidate should have a strong academic record, excellent project management skills, and a solid track record in contract negotiations. They should also possess a passion for renewable energy, strong communication skills, and the ability to work collaboratively within multidisciplinary teams.

Senior Product Owner

Company: CNA

Location: Chicago, IL

Posted Jan 31, 2025

The job description outlines a Senior Product Owner role at CNA, which involves supporting Agile Scrum teams, prioritizing team backlogs, and driving content via prioritized user stories. The role requires strong leadership, collaboration, and domain knowledge. The Senior Product Owner is expected to be a thought leader in Scrum ceremonies, fostering continuous improvement, and building customer insights into the planning and execution process. The role also involves analyzing metrics, recommending changes, and inspiring team members. The ideal candidate should have a Bachelor's degree, at least five years of Product Owner experience, and familiarity with Agile methodologies. CNA offers a competitive benefits package and is committed to providing reasonable accommodations.

Strategy Manager

Company: Cardiosense

Location: Chicago, IL

Posted Jan 31, 2025

Cardiosense, a rapidly growing medical AI company, is seeking a Strategy Manager to develop commercial strategies and product roadmaps for heart failure management platforms. The ideal candidate should have 5+ years of healthcare strategy experience, preferably in consulting, investment banking, or healthcare payor/provider. They should be mission-driven, analytical, and comfortable in a fast-paced environment. The role involves driving the development of pitch materials, conducting market research, serving as the voice of the customer, leading marketing collateral development, and creating reporting materials. The candidate must be located in or willing to relocate to the Chicago, IL area, with potential for 10-20% travel.

National Account Manager

Company: Chadwell Supply

Location: Chicago, IL

Posted Jan 31, 2025

Chadwell Supply, a successful family-owned maintenance supply company, is seeking an enthusiastic and detail-minded individual for the role of National Account Manager. The position involves presenting and selling company products and services, developing relationships with decision-makers, and identifying customer prospects to meet sales goals. The company offers competitive wages, full benefits, employee discounts, and long-term career opportunities. Requirements include advanced sales and marketing techniques, mathematical and accounting skills, excellent communication and organizational skills, and proficiency in MS Office Suite.

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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