In this episode of Workday Gold, Keith sits down with Alex Wilson, SVP of Product at Cloverleaf, to talk about AI coaching, personality assessments, and how Workday data can help coaching show up in the flow of work. Alex shares how Cloverleaf uses behavioral insights, team context, calendar data, and Workday relationships to help people prepare for meetings, reflect on conversations, and better understand the people they work with.
Keith and Alex also discuss why many workplace conflicts may be rooted in misunderstanding rather than bad intent, why generic AI coaching can be too validating, and how managers can match work to both skills and motivation. This conversation is especially relevant for HR leaders, Workday customers, consultants, and anyone thinking about how AI can improve team communication and leadership.
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