From reading the words it sounds like teaching someone how to fail, however I hear people use it to motivate others to succeed!. So what does the expression "fail successfully" mean?
Also, are there other expressions with similar meaning?
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The term successful failure is commonly used to refer to a failure or mistake which you learn and take the good from, so it is not a failure entirely as it has helped you progress and ensure you do not make the mistake again. Fail sucessfully is a derivation of this, using a verb and adverb instead of adjective and noun.