My daughter taught me to fail more
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The way I teach them is in two ways: Whenever they show me something they have written or drawn I point out the spots where they have corrected mistakes i.e. by striking a word and say "Wow, look how much you learned!". And whenever they hurt themselves or mess up something bad enough to complain or cry about it, while I comfort them I ask "So, what did you learn?".
I've done this consciously for several years now and it is interesting to see that it is actually affecting how they think.
I think I'm going to steal your bit about failure being a lesson.
Another hack I've applied in the way I talk with my kids is to sometimes say things that are obviously wrong. Starting with very obvious errors and as they grow older moving to more subtle lies about the way things work. If they don't catch the error I continue reasoning along the same line far enough into absurdity for them to get that I'm wrong. It makes them aware of questioning what people say and to think through themselves what is reasonable and what is not. And they now are very proud and happy whenever they are able to point out when I'm wrong about things.
I also never, ever proxy them towards other adults. If we are eating at a café and they want a napkin or buy another pancake they have to talk to the staff themselves. When they want ice cream I give them money and they have to buy it themselves. Because it is such an asset to be comfortable talking to people and getting what you want. It makes them believe in their own abilities.
So do fail more, but also focus in achieving goals.
Most adolescence strives in it's innocence. It has not learned limitations of the body to give limitations of the mind. I do suggest never stop being a child. It's good advice from the perspective to never limit your imagination of what you are capable of.
Being reminded of the carefree mindset of a toddler in reference to trying new things was refreshing. As a 24 year old single male, toddlers are the last thing on my mind. There are a lot of little things to forget about when you have no interaction with them.
Fear of failure limits your potential. How many of us have raised our hand and asked a "stupid" question about something we didn't understand in class or a company meeting only to find that most everyone else in the class/meeting was wondering the same thing - but was afraid to ask because they were afraid to look stupid?
The fear isn't without cause, though. If you do ask these legitimate and useful questions all the time, some people will start thinking of you as "that guy who doesn't know anything". If these people are responsible for pay raise, promotions or other benefits, you will be left out.
It's not a good or acceptable scenario, by any means, but it pays to try to understand the nature of the otherwise irrational fear.
Falling back to the skiing anology; the guy who never wipes out never gets very good either.
Don't know why but this text made me remember Shunryu Suzuki's "Zen Mind, Beginner's Mind".
Say, for instance, public speaking. We are all familiar with the feeling of fear when speaking in front of a group. However, going on stage and trying different stuff, is (quickly) going to get you better at speaking. I could watch a million YouTube movies about public speaking, but actually trying and failing is the shortest way to getting actually better at it. Only when analyzing what could go better, watching those movies can provide valuable input for a next try (asking an expert is even better). The thing is: negativity and fear (of criticism) often gets the better of us, way before we fail enough to succeed. This often when we hear: "I'm just not a natural born speaker" and stop trying. - Guess what, almost no-one is. Just don't be afraid to fail.
You can give people wisdom and advice, but the most important lessons cant be told; until you actually try and fail, you wont listen. Examples include: dont build consumer startups, b2b is way better. Co-founding a startup with someone living 3,000 miles away is a bad idea. Solid legal contracts are very important.
Person A tries to do something, fails, and in order to not fail again givesup.
Person B tries to do the same thing, fails, then tries again and fails, and tries again and fails, each time learning something more until on the 100th time they succeed.
Person A failed once, person B failed a hundred times, person B is better off for they have learned how to succeed rather than given up.
If you avoid doing something for fear of failure you're worse off than if you fail at it until you get it right.
Person B plays a game of chess and loses. Then he loses again. And again. Then he wins. (Then he finds a stronger opponent and starts again.)
Person A didn't gain anything, while person B found a new hobby that he enjoys spending his time with. Of course, this example only works if both were interested in chess and A really gave up, rather than just figuring out that chess isn't his thing.
I think the point to get from this post is to not allow failure stop you from achieving absolute success. Or as they put it during "those" days, try and try until [die] succeed.
Also, I think, the author would like you to keep pushing for whatever it is that you desire. Because really, it's impossible to not succeed when you just go for it.