A friend recently shared an image of Lincoln with the quote, "Better to remain silent and be thought a fool than speak and remove all doubt."
Correcting that idea, I replied with the following: "Speak! Reveal your foolishness, and open yourself so that others may enlighten you and you can learn. Fear the false mantle of silence-as-wisdom; better to briefly be the vocal fool than forever the silent fool."
The experience led me to thinking that it might be fun, cathartic, andor a good mental exercise/reminder to translate our culture's more irrational memes into a more presentable package.
Post your own examples if you like, and if I think of/see more I'll post here.
I think that's somewhat missing the point of a lot of advice like that though. Often advice in the form of proverbs or popular quotes is not meant to be taken literally. It's meant to offer you a new angle from which to look at the problem.
Just because two quotes contradict each other, doesn't mean they can't both be good advice. If you think someone is being too rash, quoting a proverb like "discretion is the better part of valour" can be good advice. But if you think they are being too cautious, the opposite ("nothing ventured, nothing gained") can also be good advice.
Most advice is context dependent.
This is a (slight paraphrase of a) quote from a character who is offering a rationalization for cowardice. It wasn't intended as a positive thing in the original work.