10 Stupidest Leadership Mistakes I’ve Made
In case you missed Tim’s notes from my keynote session last week, here are the…
10 Stupidest Leadership Mistakes I’ve Made
1. Hiring too fast and firing too slow. The right people don’t need to be managed–they just need to be pointed in the right direction. Jim Collins said, “If the person came to tell you that he or she is leaving to pursue an exciting new opportunity, would you feel terribly disappointed or secretly relieved?” If you’d be relieved, it’s time for them to go.
2. Putting the projects before the people. Ecclesiastes 7:18 says, “The man who fears God will avoid all extremes.” This is one of those areas where we need to embrace the tension between relating with people and accomplishing the mission/getting the job done.
3. Trying to fix the problem rather than the process. It’s like continuing to change diapers instead of potty-training your kids. You can either continue to react to the problem, or you can fix the process. 90% of the time it’s a systems-problem rather than a people-problem.
4. Delegating tasks instead of responsibility. I told the story of the three little pigs. “if all I’ve known is straw houses and I control every detail of their construction, then my leadership will never generate brick house ideas.”
5. Assuming it’s always black and white. Following rules is easier than the messiness of relationships. Following rules is easier than discerning God’s will. The policies or guidelines we establish should actually remove barriers and allow more freedom within our organizations. But, innovative organizations don’t value the rules over the mission.
6. Not following my gut. (…or is that the Holy Spirit?) Sometimes when I’m facing a big decision, I try to acquire more information rather than seek God’s direction. When we stop listening to God, he stops talking to us. God stopped talking to Abraham for 13 years between the last verse of Genesis 16 and the first chapter of 17. And, sometimes, God requires us to take a step, in faith, before he reveals his plan. Check out Joshua 3.
7. Dwelling on the worst case scenario. I have the spiritual gift of discernment. That can be a positive gift when God’s in control of my life. When I try to take control, that “gift” turns into sin. It’s called worry or anxiety. I’ve wasted way too much time worrying about challenges or problems that never happened. This is my biggest area of vulnerability. What’s yours?
8. Waiting until there’s a problem to provide feedback. I’m encouragement-challenged. My tendency is to only speak up when expectations aren’t met. That can create a culture of fear. I need to discipline myself to encourage my team. As Tom Peters has said, “Reward excellent failures. Punish mediocre successes.”
9. Staying busy. I’ve too often made the mistake of assuming that since I’m busy I’m adding value. It’s very possible to be constantly busy and be completely ineffective. By the way, email can be the biggest trap of all. If I wanted to, I could spend every hour of every day processing email and getting absolutely nothing accomplished.
10. Spending too much time on the details rather than the dreams. Perry showed me this one. Check out Genesis 11:31-32. Terah intended to go to Canaan. Instead he stopped in Haran. He got stuck there for 205 years. Then he died. Why? Was it disobedience? Did he lose sight of God’s vision? Did he just get too comfortable? Did he settle for less than God’s best? When I get too focused on responding to the urgent, I lose sight of the big picture. And, frankly, my tendency is to settle into a routine that’s very comfortable but doesn’t accomplish the full mission God has for my life and my ministry.
Those are my leadership mistakes. They are a reflection of my personality. They also reflect the sin that’s sometimes present in my life. Your list likely looks different. But, do you know your list? You should. Ask yourself. Ask your spouse. Ask your team. Ask God. Don’t settle.




















Most of these thoughts make complete sense and are excellent points that everyone (especially those in leadership positions) should keep in mind. However, I’d personally be careful with the first point, specifically hiring too fast (you are right on in the area of firing though, so many times bad people just loiter in positions adding zero or negative value). It is very important to do your due diligence during the hiring process to try to weed out bad candidates and those that just don’t fit within your environment/team. However, if your hiring process is too slow, especially when considering positions that are filled by individuals who are highly sought after (read: technical, skilled, top-tier, etc), having a slow hiring process can actually hurt rather than help. Others with a more lean and efficient process will end up with the better candidates because they are able to act faster. There is risk there, like you imply, with a lean/efficient hiring process that you end up hiring someone who is completely unsuited to the job and environment. But that’s where the whole probationary period + firing thing comes in…
With risk comes possible great reward. In this sense, you may be able to obtain someone top tier by moving things along faster. I’m not saying that you should be careless, but strike a balance between speed and care. Ultimately though, being overly cautious and slow will most likely always result in you losing good candidates.
Brilliant(and that is not a poke at your new header).
I am headed into some planning and looking ahead tomorrow and I really needed this for grounding. I tend to run away and forget things. And #2 I have failed at miserably at times. And I’ve lived way too long with #8.
Count me as guilty for #’s 3,6,8,and 9. I’m probably guilty of the others as well, but I don’t want to think about that now. I can only handle so much reality in one day.
Excellent, I wish I could have read this years ago. We all have made leadership mistakes, but few of us choose to recognize them as mistakes. The real success of making mistakes comes from realizing you have made them. Great post!
Wow, excellent stuff. I have a longer list than 10. My biggest mistake is, Fear, fear in what others will/do think, fear in failing, fear in success. I am learning to trade my fear for faith.