When behavior crosses the line, address it directly and specifically, focusing on impact rather than intent. Name what is happening, give specific examples, explain how it affects others, and be clear about what must change. Gossip, triangulation, and manipulation should not be treated as personality quirks or “stress responses”. Consistency matters. If you make exceptions for one person because they produce more, work longer, or have been around forever, you are undermining trust. Everyone else sees the exception immediately, even if they never say it out loud. Over time, they adjust their effort, their honesty, and their commitment to match what the organization actually rewards. So, should you fire them or make them want to quit? If you’ve been allowing bad behavior for a while, it could be that it’s too far gone to keep, but that’s for you to decide. I believe in resetting expectations and providing coaching where you can, but saving those team members isn’t always possible or the right approach. Either way, you need to prepare yourself for the discomfort that comes with enforcement. Holding someone accountable may create short-term disruption, whether that looks like a dip in sales, a scheduling headache, or a tense team dynamic. That discomfort is not evidence that you are making the wrong decision; it is often evidence that you waited too long to make the right one. The question you should keep returning to is simple and uncomfortable. If every person on your team behaved the way this individual does, would your organization function better or worse? If the answer is worse, then the issue is not performance, personality, or tenure. It is leadership. This is definitely a tough situation, and if you’re going through it, I’m so sorry to hear that. I hope you know that when you choose to protect the integrity of the system rather than the comfort of the exception, you give everyone else permission to do their best work without having to hide from the very real elephant in the room. Good luck!