If you have made a mistake, do not be afraid of admitting the fact and amending your ways.
I never make the same mistake twice. Unfortunately, there are an infinite number of mistakes. So, I keep making new ones. Fortunately, philosophy is rather helpful in minimizing the impact of mistakes and learning that crucial aspect of wisdom: not committing the same error over and over.
One key aspect to avoiding the repetition of errors is skill in critical thinking. While critical thinking has become something of a buzz-word bloated fad, the core of it remains as important as ever. The core is, of course, the methods of rationally deciding whether a claim should be accepted as true, rejected as false or if judgment regarding that claim should be suspended. Learning the basic mechanisms of critical thinking (which include argument assessment, fallacy recognition, credibility evaluation, and causal reasoning) is relatively easy—reading through the readily available quality texts on such matters will provide the basic tools. But, as with carpentry or plumbing, merely having a well-stocked tool kit is not enough. A person must also have the knowledge of when to use a tool and the skill with which to use it properly. Gaining knowledge and skill is usually difficult and, at the very least, takes time and practice. This is why people who merely grind through a class on critical thinking or flip through a book on fallacies do not suddenly become good at thinking. After all, no one would expect a person to become a skilled carpenter merely by reading a DIY book or watching a few hours of videos on YouTube.
Another key factor in avoiding the repetition of mistakes is the ability to admit that one has made a mistake. There are many “pragmatic” reasons to avoid admitting mistakes. Public admission to a mistake can result in liability, criticism, damage to one’s reputation and other such harms. While we have sayings that promise praise for those who admit error, the usual practice is to punish such admissions—and people are often quick to learn from such punishments. While admitting the error only to yourself will avoid the public consequences, people are often reluctant to do this. After all, such an admission can damage a person’s pride and self-image. Denying error and blaming others is usually easier on the ego.
The obvious problem with refusing to admit to errors is that this will tend to keep a person from learning from her mistakes. If a person recognizes an error, she can try to figure out why she made that mistake and consider ways to avoid making the same sort of error in the future. While new errors are inevitable, repeating the same errors over and over due to a willful ignorance is either stupidity or madness. There is also the ethical aspect of the matter—being accountable for one’s actions is a key part of being a moral agent. Saying “mistakes were made” is a denial of agency—to cast oneself as an object swept along by the river of fare rather than an agent rowing upon the river of life.
In many cases, a person cannot avoid the consequences of his mistakes. Those that strike, perhaps literally, like a pile of bricks, are difficult to ignore. Feeling the impact of these errors, a person might be forced to learn—or be brought to ruin. The classic example is the hot stove—a person learns from one touch because the lesson is so clear and painful. However, more complicated matters, such as a failed relationship, allow a person room to deny his errors.
If the negative consequences of his mistakes fall entirely on others and he is never called to task for these mistakes, a person can keep on making the same mistakes over and over. After all, he does not even get the teaching sting of pain trying to drive the lesson home. One good example of this is the political pundit—pundits can be endlessly wrong and still keep on expressing their “expert” opinions in the media. Another good example of this is in politics. Some of the people who brought us the Iraq war are part of Jeb Bush’s presidential team. Jeb, infamously, recently said that he would have gone to war in Iraq even knowing what he knows now. While he endeavored to awkwardly walk that back, it might be suspected that his initial answer was the honest one. Political parties can also embrace “solutions” that have never worked and relentless apply them whenever they get into power—other people suffer the consequences while the politicians generally do not directly reap consequences from bad policies. They do, however, routinely get in trouble for mistakes in their personal lives (such as affairs) that have no real consequences outside of this private sphere.
While admitting to an error is an important first step, it is not the end of the process. After all, merely admitting I made a mistake will not do much to help me avoid that mistake in the future. What is needed is an honest examination of the mistake—why and how it occurred. This needs to be followed by an honest consideration of what can be changed to avoid that mistake in the future. For example, a person might realize that his relationships ended badly because he made the mistake of rushing into a relationship too quickly—getting seriously involved without actually developing a real friendship.
To steal from Aristotle, merely knowing the cause of the error and how to avoid it in the future is not enough. A person must have the will and ability to act on that knowledge and this requires the development of character. Fortunately, Aristotle presented a clear guide to developing such character in his Nicomachean Ethics. Put rather simply, a person must do what it is she wishes to be and stick with this until it becomes a matter of habit (and thus character). That is, a person must, as Aristotle argued, become a philosopher. Or be ruled by another who can compel correct behavior, such as the state.