I like the "winning decisions" phrase especially, I was looking for some way of combining the concept of wise decisions and reaching your goals, and winning decisions seems to hit the spot!
It's from RATIONALITY: From AI to Zombies which defines rationality as "forming true beliefs and making winning decisions."
As part of my broader project of promoting rationality widely, I'm going to work on making rationality-themed merchandise with slogans. I'd appreciate any ideas on what slogans would be short (5 words or less), engaging, and accessible, and appealing for both aspiring rationalists and smart youth and young adults who are just starting to learn about rationality. As an example, slogans like "Growing Mentally Stronger" or "Updating My Beliefs" are good, but "Tsuyoku Naritai!" is not, however much I personally like that slogan.