Tom Maiden, User Support and Outreach Coordinator for the Pittsburgh Supercomputing Center has worked for over 25 years in the area of High Performance Computing. Engaged with the user community from day one as a helpdesk consultant, Tom’s focus is and has always been on the end user experience. While user engagement has remained his focus, HPC training has become his second passion. As part of the XSEDE Training group, he is the logistical lead and co-developer of the extremely popular XSEDE HPC Monthly Workshop Series. This series has successfully delivered a variety of topics to thousands of students across hundreds of sites using the Wide Area Classroom technology. With one eye to the future and the other focused on current issues, he is constantly looking to improve the educational experience for the HPC community.