Technology Manager

Grey Parrot Systems (GPARROT) is hiring an experienced Technology Manager to lead and scale our .NET and full stack engineering teams, driving delivery excellence across cloud and AI-powered client engagements.

About Grey Parrot Systems

Grey Parrot Systems (GPARROT) is a women-owned, BEP-certified IT services firm headquartered in Naperville, IL. We partner with mid-market enterprises to deliver AI-first, governance-driven digital transformation. Our team of seasoned CIO/CTO practitioners works side-by-side with clients across retail, logistics, manufacturing, and healthcare — and we're growing.

About the Role

This is a hands-on leadership role for a Technology Manager who has built and led .NET or Java and full stack engineering teams, owns delivery outcomes end-to-end, and drives technical excellence across fast-moving cloud and AI-powered client engagements. You will work directly with GPARROT's senior leadership and client stakeholders — managing people, processes, and technology with equal confidence. If you have leddevelopment teams, driven Agile delivery, and are excited about embedding AI and cloud-native practices into how your teams work — this role was built for you.

Must-Have Skills

• 8 years of technology experience with 3 years in an engineering leadership or management role
• Strong .NET / C# technical background — you can lead architecture discussions, review code, and set engineering standards
• Experience leading full stack engineering teams — React, TypeScript, or Angular on the front end; .NET on the backend
• Hands-on cloud platform experience — Azure (preferred), AWS, or GCP
• Experience delivering or overseeing AI-integrated applications — LLMs, RAG pipelines, or agentic workflows
• Proven ability to lead, mentor, and grow software engineering teams
• Strong Agile/Scrum delivery management — sprint planning, backlog grooming, and release management
• Experience working directly with clients and senior business stakeholders
• Excellent communication and stakeholder management skills
• Leading and directing Vibe Coding Team's

What You'll Do

• Lead and manage .NET and full stack engineering teams across client engagements and internal initiatives
• Own end-to-end delivery — planning, execution, quality, and release management across cloud and AI-powered projects
• Set technical direction for .NET backend services, React front ends, and cloud-native architectures
• Partner with product owners, architects, and QA leads to ensure development teams are aligned and unblocked
• Drive the adoption of AI coding tools — Claude Code, Cursor, GitHub Copilot — across engineering teams to accelerate delivery
• Oversee AI integration initiatives — LLM-powered features, RAG pipelines, and intelligent workflow automation
• Define and enforce engineering standards, code quality practices, and development governance
• Recruit, mentor, and grow .NET and full stack engineering talent — building a high-performance, AI-first culture
• Serve as the primary technology point of contact for client stakeholders — managing expectations and driving outcomes
• Track and report on team velocity, delivery health, and engineering KPIs
• Collaborate with GPARROT's senior leadership on capability building and go-to-market initiatives

Tech Stack

.NET / C# · React · TypeScript · Azure / AWS / GCP · Azure OpenAI · Claude Code · Cursor · GitHub Copilot · SQL Server · PostgreSQL · REST APIs · Microservices · Docker · Kubernetes · Azure DevOps · GitHub Actions · CI/CD · Agile / Scrum · Jira · Confluence

Nice to Have

• Experience managing teams building AI-powered or LLM-integrated applications
• Familiarity with LangChain, LangGraph, RAG pipelines, or Dify
• Microsoft Azure certifications (AZ-204, AZ-305, or equivalent)
• PMP, CSM, or SAFe certification
• Experience in a consulting or IT services firm environment
• Experience managing distributed or nearshore engineering teams
• Contributions to open source .NET or AI projects

Details

• Location: Naperville / Chicago, IL — On-Site
• Experience: 12 years (6 years in leadership)
• Type: Full-Time
• Start: Immediate

Grey Parrot Systems is an Equal Opportunity Employer. As a women-owned, BEP and WBENC-certified firm, diversity and inclusion are core to who we are. We consider all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, marital status, or any other legally protected characteristic. We strongly encourage applications from candidates of all backgrounds, identities, and experiences — including those from underrepresented groups in technology. Reasonable accommodations are available upon request.

Stay Connected

For more job openings, company updates, and AI industry insights, follow Grey Parrot Systems on LinkedIn.

👉 https://www.linkedin.com/company/gparrot/

We are always looking for talented, driven professionals to join our growing team. Whether this role is the right fit today or not, connect with us and be the first to hear about new opportunities as we expand across Chicago, Detroit, and the Midwest.

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