Without a sense of direction, today’s technological climate can be overwhelming. To unpack how staffing tech leaders can successfully navigate this challenging landscape, we spoke with the President of Oak City Advisors, Daniel Mastropolo, and the Senior Director of Technology and Innovation at Skillwork, Tim Ratliff. Dan and Tim describe their paths to staffing before examining the tech burnout pandemic in staffing leadership and other daily challenges that have consumed the industry. We compare the woes of big corporations to those of smaller businesses, our guests’ solutions to today’s most pressing market dilemmas, how to connect tech strategy to overarching organizational goals, how to manage expectations when introducing new tech products, and how to measure success and ROI from a tech leadership perspective. To end, Tim and Dan walk us through today’s standout AI and automation innovations and how they could improve the future of staffing, and share what excites them most about the upcoming Staffing Hub Tech Roundtable discussions.