The buying cycle for enterprise software and technology shouldn't be a power struggle between departments. 3Sixty Insights is a research, advisory, and consulting firm providing deep understanding of how to bridge the gap in perception and priorities between stakeholders. Through our research, we unearth strategic approaches for streamlining the decision-making process, successfully managing solutions, and maximizing value from business software and technology investments.
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The buying cycle for enterprise software and technology shouldn't be a power struggle between departments. 3Sixty Insights is a research, advisory, and consulting firm providing deep understanding of how to bridge the gap in perception and priorities between stakeholders. Through our research, we unearth strategic approaches for streamlining the decision-making process, successfully managing solutions, and maximizing value from business software and technology investments.
#HRTechChat: Jeff Smith of 15Five on Building Better Managers in the Age of AI
3Sixty Insights HRTechChat
46 minutes
1 month ago
#HRTechChat: Jeff Smith of 15Five on Building Better Managers in the Age of AI
In this episode of #HRTechChat, Nicole Roberts sits down with Jeff Smith, COO of 15Five, to unpack what it really takes to build better managers in an era of AI, constant change, and overflowing HR to-do lists. A psychologist by training with deep R&D and product experience, Jeff brings a rare lens on how organizations can redesign systems, expectations, and technology to truly support people leaders—not just measure them.
They dig into the mounting pressure on HR and managers, the shift from “HR owns all people issues” to shared accountability, and why management has to be treated as a daily practice, not a one-time promotion. Jeff explains how tools like 15Five and Kona AI can turn everyday one-on-ones into continuous performance data, simplify review cycles, and give leaders real-time coaching—while still honoring privacy, governance, and the realities of legal and IT risk. Along the way, they explore common failure modes: promoting star ICs into roles they aren’t equipped for, burying managers in 20-question reviews, and ignoring the signals that your best people no longer want to step into leadership.
If you still think “being a good manager” is something people just figure out on their own, this conversation will change your mind.
3Sixty Insights HRTechChat
The buying cycle for enterprise software and technology shouldn't be a power struggle between departments. 3Sixty Insights is a research, advisory, and consulting firm providing deep understanding of how to bridge the gap in perception and priorities between stakeholders. Through our research, we unearth strategic approaches for streamlining the decision-making process, successfully managing solutions, and maximizing value from business software and technology investments.
