Technology Training Specialist

Chicago Office – 150 N Michigan Ave, Suite 3300, Chicago, IL 60601, USA

• Pay or shift range: $70,000 USD to $85,000 USD
• Travel Required:
  
  Yes – occasional travel to firm offices

About The Firm

Amundsen Davis, LLC is a full‑service business law firm with 260 attorneys. Headquartered in Chicago, we are one of the fastest‑growing law firms in the Midwest. We understand the entrepreneurial mindset that drives our clients’ business decisions, and we use this insight to respond to their needs creatively, efficiently, and pragmatically. Our firm handles the transactional, labor and employment, and litigation needs of companies across the United States.

With deep experience in both litigated and transactional matters, we offer a uniquely well‑rounded partnership for your business. Amundsen Davis has offices in Chicago, Crystal Lake, St. Charles, and Rockford, IL;
Cleveland and Columbus, OH;
Milwaukee, Appleton, Brookfield, Green Bay, and Madison, WI;
St. Louis, MO; and Indianapolis, IN.

Position Overview

The Technology Training Specialist is responsible for designing, developing, and delivering high quality technology training programs for attorneys, staff, and other end users across multiple firm locations. This role serves as a critical liaison between the IT department and the business, ensuring technology solutions are effectively adopted, supported, and aligned with firm workflows and business objectives. In addition to instructor‑led training, the specialist develops scalable learning resources including eLearning content, instructional videos, knowledge articles, and self‑service learning experiences.

The role helps support the continued growth and evolution of the firm’s technology training program by leveraging learning technologies, user feedback, and adoption metrics to improve the end user experience. The position may occasionally require additional hours, including evenings and weekends, to meet training needs or support firm‑wide initiatives.

• Design and deliver IT training and new hire orientation programs for attorneys and staff.
• Develop and maintain self‑paced learning content, instructional videos, digital learning resources, and eLearning modules that support technology adoption and ongoing user education.
• Serve as a Learning Management System (LMS) administrator, managing course creation, learner enrollment, learning paths, reporting, and platform optimization.
• Develop learning pathways and training programs that provide users with accessible, on‑demand learning opportunities.
• Measure training effectiveness through learner feedback, participation metrics, adoption trends, and Service Desk data (Fresh Service Application).
• Conduct group and one‑on‑one training sessions, both in‑person and remotely via webinars or video conferencing.
• Respond to ad hoc training requests and tailor sessions to specific user needs.
• Provide user feedback to IT teams on technology solutions and assist in refining tools and processes.
• Collaborate with Infrastructure and Applications teams to ensure training aligns with current systems and updates.
• Partner with IT and firm leadership to identify training priorities, promote strategic initiatives, and modernize training delivery through digital learning experiences and knowledge management resources.
• Support firm‑wide technology rollouts and enhancements through structured training and user readiness efforts.
• Establish regular, informal connections with users outside scheduled training sessions to build rapport and offer ongoing support.
• Host drop‑in tech training office hours, quick Q&A huddles, or drop‑in sessions to provide accessible help and foster a culture of continuous learning.
• Share bite‑sized content such as quick tips, "Did You Know?" posts, and short videos to keep users engaged and informed.
• Maintain a friendly and welcoming presence, encouraging users to reach out with questions or feedback.
• Review Service Desk requests to identify recurring issues and training gaps, and proactively engage users with targeted education and support.
• Provide application‑specific support and how‑to assistance, documenting resolutions in…