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# Associate Director of Technology (Software Engineering, Infrastructure & AI)

- **Company:** TalentFish LLC
- **Location:** Chicago, IL, United States
- **Experience:** Expert
- **Contract:** Permanent contract
- **Skills:** Artificial Intelligence, Software Applications, Cloud Computing, Custom Software, Systems Development Life Cycle, Software Engineering, Data Analytics
- **Published:** November 7, 2026
- **Apply:** https://www.juju.com/job/28_25303_b79921ba9158c5220085f90373cdaa3c

## About the Role

* 10+ years of progressive experience in software engineering and technical leadership
 * Proven success building strong engineering cultures and developing technical leaders
 * Practical, working knowledge of IT infrastructure and cloud operations
 * Experience modernizing custom applications using emerging and current technologies
 * Strong background implementing AI-driven solutions and applied innovation
 * Exceptional communication skills with the ability to align executive stakeholders and engineering teams
 * Demonstrated ability to mentor, coach, and scale high-performing teams, * Demonstrable maturation of engineering culture
 * Strong executive trust and business partnership
 * Measurable impact from AI adoption and software modernization initiatives

## Description

TalentFish is casting a line for a senior-level Associate Director of Technology to join a high-performing IT organization. This is a fully onsite leadership role (5 days per week) and requires candidates to be local to the Pilsen area.

This leader will be responsible for building and sustaining a healthy, high-performing technology organization while driving excellence across software engineering, AI implementation, infrastructure reliability, and cross-functional business alignment.

The mission of this role is clear: lead the next evolution of custom software, AI development, data and analytics, and infrastructure operations-while cultivating a strong engineering culture that delivers measurable business results.

This opportunity is ideal for a high-caliber, high-energy technology executive who can bridge distributed software applications with stable infrastructure and operations, translating business strategy into clear, actionable technical outcomes., Software Engineering Leadership

 * Provide hands-on technical leadership across modern development practices
 * Guide teams through the full SDLC while ensuring quality, scalability, and reliability
 * Design and oversee scalable, resilient architectures integrating custom software and enterprise infrastructure
 * Ensure long-term performance, maintainability, and operational stability

Strategic Technology Direction

 * Define and execute a long-term technology roadmap aligned with business growth
 * Drive innovation across AI, software engineering, data, and infrastructure

Business Partnership

 * Serve as the primary bridge between technology and business stakeholders
 * Translate operational challenges into scalable technical solutions
 * Foster trust, accountability, and cross-functional collaboration
 * Coach, mentor, and elevate future technical leaders
 * Build an environment where teams can perform at their highest level