Five more business leadership situations, this time built entirely around the pressure AI and technical change are putting on how people actually lead. A senior engineer's exit that exposes what leadership never fixed. A founder-led restructuring that strips out managers faster than trust can follow. A legacy shortcut that turns into a security failure two clients share the fallout from. A sentence in a layoff memo nobody will actually take credit for. A 2 AM incident that raises a harder question: who's accountable when the system making the call isn't a person. Work through the questions before you read the commentary. That's where the real value is.