The $100 MBA Show · 2026-06-24 · 16 min
Letting someone go when they are a genuinely good person can mess with you more than you expect. They show up with a great attitude, the team likes them, and you want so badly for it to work out. But when their performance keeps falling short, you’re left carrying the weight of a decision that feels personal, painful, and impossible to get right. In this Q&A Wednesday episode, Omar tackles a question sent in by Sharon, who’s dealing with the tough reality of having to let go of someone she likes who just is not right for the role. Omar digs into why this situation is so hard for leaders, what makes it emotionally complicated, and how to know when keeping someone on is doing more harm than good. You’ll hear what it really takes to handle this kind of decision in a way that respects the person while also protecting the business. If you’ve been dreading this kind of call or questioning how to handle a tough goodbye the right way, this episode will give you the clarity you need. Click play at the top of the page and learn how to deal with the hard part of leadership when a good person turns out to be the wrong employee for the job.
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