Talking yourself out of your own ideas is a good thing no matter the frequency, so long as you are positively deliberating all possibilities. Solve each problem

Talking yourself out of your own ideas is a good thing no matter the frequency, so long as you are positively deliberating all possibilities. Solve each problem with your idea one at a time. If you hit a roadblock that certainly invalidates your idea, you reformulate your idea (or ditch it). This is essentially the lean startup methodology applied to your ideas, and in a presumably smaller scope. If you're talking yourself out of your ideas because they're bad, that's ok.