"I'd rather attempt to do something great and fail than to attempt to do nothing and succeed."

This quote is really about how “safe” can quietly become “stuck.” Schuller’s saying it’s better to go for something that actually matters to you—even if you might fall on your face, than to play it so safe that you never risk anything at all.
Think about staying in a job you hate because it’s comfortable, or never telling someone how you really feel because you’re scared of rejection. You might “succeed” at avoiding pain, but you also avoid possibility. Attempting something great doesn’t have to mean starting a company or writing a book; it can be as simple as having a hard conversation, changing careers, or signing up for that class you’ve always wanted. The point is to choose a life of trying, not just a life of avoiding.