I was recently talking with a CEO who was wrestling with the operational reality of new AI capabilities. When modern tools strip the friction out of a workflow and a position opens up through attrition, the balance-sheet math seems obvious: do not backfill the role. Payroll expense vanishes directly into margin. In an environment focused on cost discipline, taking that win is rational.
A senior employee pulled me aside and asked me directly whether he was next. His problem wasn't a lack of intelligence, creativity, or willingness. He had no idea where to start.
When a key employee resigns, most managers view the two-week notice period purely as a period of loss containment. The goal becomes surviving until the last day, pushing work onto colleagues, and scrambling to post a direct backfill job description.
When a valuable team member hands in their notice, executive instinct usually points in two directions: scramble to retain them, or schedule an HR exit interview to figure out “what went wrong.”
When an unexpected resignation lands on your desk, the default management impulse is immediate, uncoordinated action: scrambling to post a job description, bargaining with counteroffers, or drowning in quiet anxiety about missing work.
Ask your best operator to document their daily workflow, and you will almost certainly be met with procrastination, incomplete manuals, or sterile checklists that fail to capture how the work actually gets done.
You’ve just had a key employee tell you they’re going to resign. Maybe you saw it coming; maybe it landed in the middle of an ordinary Tuesday 1-on-1. Either way, it stings, and it’s okay for it to sting. We are social animals, and when someone decides to leave the group, it’s natural to pause and ask what part you played in that decision.
Strengthening the Heartbeat, by the educational theorist Thomas Sergiovanni, is a book that’s helped me pattern match and verbalize the traits of the most effective organizations I’ve been blessed to participate in. It is about how any group of people does hard and meaningful work together. The book is ostensibly about schools, but the lessons apply to all people-centric organizations.