Promoting top individual contributors into management often backfires. Their competitive nature, which drove individual success, makes it hard to share tips, empathize with struggling team members, or handle interpersonal issues, turning a perceived win-win into a lose-lose situation.

When diagnosing a failing department, stop looking for tactical issues. The problem is always the leader, full stop. A great leader can turn a mediocre team into a great one, but a mediocre leader will inevitably turn a great team mediocre. Don't waste time; solve the leadership problem first.

A sales leader's job isn't to ask their team how to sell more; it's to find the answers themselves by joining sales calls. Leaders must directly hear customer objections and see reps' mistakes to understand what's really happening. The burden of finding the solution is on the leader.

A leader's desire to be liked can lead to a lack of candor, which is ultimately cruel. Avoiding difficult feedback allows underperformance to fester and makes an eventual firing a shocking surprise. This damages trust more than direct, consistent, and tough conversations would have.

The most selfish thing a leader can do is withhold feedback because giving it would be uncomfortable. In that moment, you are optimizing for your own comfort at the expense of your colleague's growth. High-performance teams require radical candor, which is fundamentally an unselfish act.

If a decision has universal agreement, a leader isn't adding value because the group would have reached that conclusion anyway. True leadership is demonstrated when you make a difficult, unpopular choice that others would not, guiding the organization through necessary but painful steps.

Leaders who always have the right answer often create an environment where others feel devalued and excluded. The blocker's real cost is not the accuracy of their ideas, but the damage done to team connection and collaborative decision-making, which prevents the team from arriving at the best solutions together.

A common pitfall for new managers is seeking validation by being liked. A great leader's role is to provide constructive challenges and uncomfortable feedback, which fosters genuine growth and ultimately earns the team's gratitude and respect.

Many leaders mistakenly manage their team as a single entity, delivering one-size-fits-all messages in team meetings. This fails because each person is unique. True connection and performance improvement begin by understanding and connecting with each salesperson on a one-on-one basis first.