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.

Associate Director, Growth Marketing

Company: Codal

Location: Chicago, IL

Posted Jan 30, 2025

Codal, an award-winning web design and development consultancy, is seeking a highly motivated Associate Director of Growth Marketing. The ideal candidate will lead generation and acquisition campaigns, manage content, coordinate events, analyze data, and collaborate with sales teams. The role involves working in a fast-paced agile environment, running end-to-end marketing campaigns, and generating leads through digital marketing. The successful candidate will have a Bachelor's degree in marketing, 7+ years of B2B marketing experience, and proficiency in marketing automation, sales tools, and analytics tools. Codal offers competitive compensation, comprehensive benefits, and a vibrant company culture with regular events, office amenities, and a hybrid work model.

Application Architect

Company: Inspire11

Location: Chicago, IL

Posted Jan 30, 2025

Inspire11 is a full-service consulting firm that helps clients reach their full potential by leveraging innovative and strategic thought with technology. They are seeking a Senior Application Architect with strong development and architecture skills to work with clients on technology needs. The role involves working directly with multiple clients, interacting with key decision-makers, and leading a team of developers. The ideal candidate should have strong full-stack development experience, be skilled in modern JavaScript frameworks, and have experience with both relational and non-relational databases. Inspire11 offers opportunities for collaboration with experienced technologists, cutting-edge work, and competitive compensation.

Lead ServiceNow Developer (Remote)

Company: Progressive Leasing

Location: Chicago, IL

Posted Jan 30, 2025

Progressive Leasing, a leading FinTech company and subsidiary of PROG Holdings, is hiring a remote Lead SNOW Developer. The role involves developing, configuring, testing, and launching new features using various ServiceNow modules. The ideal candidate should have 7+ years of ServiceNow implementation experience, strong software development skills, and the ability to work in a fast-paced environment. The company offers competitive compensation, full health benefits, a matched 401k, paid time off, and various employee resource groups. Progressive Leasing values diversity and does not discriminate in any aspect of employment.

Principal Product Manager

Company: Codal

Location: Chicago, IL

Posted Jan 30, 2025

Codal is an award-winning web design and development consultancy that offers expertise in application modernization, eCommerce, UX/UI design, product strategy, data analytics, and artificial intelligence. Employees collaborate with innovative organizations, work on cutting-edge technologies, and benefit from a professional roadmap for career growth. The role involves acting as a product strategist, leading discovery work, strategic planning, and account growth. Requirements include client-facing experience, 8+ years of relevant product experience, project management, people management, and strategic influencing skills. Bonus points for CSPO or PMP certification, Jira Software/Confluence experience, and Google Suite experience. Benefits include competitive salary, insurance, paid leave, and a vibrant company culture with events, office amenities, and hybrid work options.

Digital Channels & Connectivity Client Solutions Architect Manager - Payments - Executive Director

Company: JPMorganChase

Location: Chicago, IL

Posted Jan 30, 2025

The job description is for a Client Solutions Architect Director in Digital Channels & Connectivity. The role involves leveraging deep technical knowledge to enhance client interactions, supporting deal teams in presales, and providing advisory services on complex technical problems. The ideal candidate should have a deep understanding of the technology aspects of the cash management landscape, industry knowledge of payments products, and extensive experience in partnering with clients in a technology field. The role requires excellent organizational skills, strong working relationships with clients and cross-functional partners, and the ability to manage multiple projects concurrently.

Automation Engineering Intern, application via RippleMatch

Company: RippleMatch

Location: Chicago, IL

Posted Jan 30, 2025

RippleMatch, an AI-powered job matchmaker, is partnering with leading companies to hire top talent. The role requires a degree in Automation Engineering, Electrical Engineering, or Mechanical Engineering, with a basic understanding of automation technologies. Familiarity with software and tools relevant to automation is necessary. The ideal candidate should have experience in designing, developing, and testing automated systems, along with strong analytical and problem-solving skills. Good organizational and project management skills, along with effective communication, are also required.

Sales Operations Director

Company: Morningstar

Location: Chicago, IL

Posted Jan 30, 2025

The Sales Operations Director for SDRs will play a crucial role in enhancing the effectiveness and efficiency of the Global Sales Development team. This individual will oversee processes, systems, and strategies that empower SDRs to generate leads, qualify prospects, and contribute to revenue growth. The role primarily focuses on North American and EMEA SDR teams, but also supports APAC and Australian markets. The director will collaborate with leadership, sales, and marketing teams to ensure smooth operations and data-driven decision-making. Key responsibilities include process and technology optimization, data and reporting, and training and development. The ideal candidate should have a Bachelor's degree, 5+ years of experience in sales operations or related fields, and proficiency in CRM tools and sales automation platforms. Morningstar offers comprehensive benefits, including financial, physical, emotional, and social health programs, as well as a hybrid work environment.

Manager, Technology Deployment - US Restaurant Platform

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 30, 2025

McDonald's is embarking on a growth strategy called 'Accelerating the Arches', focusing on enhancing the customer experience through Delivery, Digital, and Drive-Thru initiatives. The company aims to modernize its technology, including POS, back office hardware, network infrastructure, and digital menu boards, across all US restaurants over the next three years. A Manager is sought to lead this deployment, ensuring successful implementation, integration, and adoption of the new platform. The role involves leadership, supplier partner engagement, collaborator engagement, risk management, change management, performance monitoring, and continuous improvement.

Director of Accounting

Company: R&R Human Resources Solutions

Location: Chicago, IL

Posted Jan 30, 2025

A downtown real estate development and investment firm is seeking a Director of Accounting with at least 8 years of progressive accounting experience, preferably in the real estate industry. The role involves overseeing general accounting functions, managing financial reporting, monitoring monthly operating results, and providing financial leadership. The ideal candidate will have excellent communication skills, strong leadership abilities, and advanced Microsoft Excel skills. Knowledge of employee relationship building and performance management techniques, as well as experience with computerized financial systems like Yardi, is also required.

Project Manager II - PLC

Company: OpenGov

Location: Chicago, IL

Posted Jan 30, 2025

OpenGov is a mission-driven technology company that provides cloud software for cities, counties, and state agencies. They are currently hiring a Project Manager II to support and coordinate software implementation projects. The role involves setting project scope, timeline, and deliverables, managing multiple projects, and working closely with clients and cross-functional teams. The company offers a dynamic work environment, competitive benefits, and the opportunity to make a positive social impact.

Manager-Technical Product Management

Company: McDonald’s Global Technology

Location: Chicago, IL

Posted Jan 30, 2025

McDonald's is accelerating its growth strategy, focusing on Delivery, Digital, and Drive-Thru. The company is investing in technology innovation, including AI and robotics, to enhance customer experience. The Product Manager Restaurant Development role involves leading the technical product management team, managing external vendor squads, and ensuring high-quality software development. The role requires a strong background in software development, Agile methodologies, and excellent communication skills.

Content Production Strategist (Hybrid or Remote)

Company: Simantel

Location: Peoria, IL

Posted Jan 30, 2025

The Content Production Strategist is a crucial role in the content production department, responsible for creating customer-focused content across various channels. The strategist must have strong communication skills, be able to work with different teams, and have decision-making authority over communication strategies, job development, and process improvements. The role involves partnering with various teams, directing writers, and creating editorial calendars. The ideal candidate should have a bachelor's degree, superior writing skills, and a willingness to learn. Success is measured by client outcomes, strong relationships, quality content, and growth in the content production service line.

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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