And the corollary: don't be afraid to try doing it a different way to see if there's a way that works better.

I'm enamoured of the idea of an actual outline after the trouble with my WIP, but I have no idea if I can actually write from an outline that's more detailed than "ok, there are these people X, Y, Z, and they have to A. It starts out here, these are some points I want to hit on the way, and this is how it ends. And here are some of the motivations and double-crosses." I'm willing to give it a try, because there's a chance it's less painful than discovering partway through that there's a huge plot hole you don't know how to fill.