"What is the part of me that is preventing me from moving forward worried about?"
Be careful not to be antagonistic about the answer. The goal is to make that part of you less worried, thus making you more productive overall, not just on your blocked task. The roadblock is telling you something that you haven't yet explicitly acknowledged, so acknowledge it, thank it, incorporate it into your thinking, and resolve it.
Example: "I'm not smart enough to solve this math problem." Worry: "I would need to learn a textbook's worth of math right now in order to solve it. I must go learn it now." Resolution: "It's fine that I don't have the ability to solve the problem, and learning the math in 5 minutes is impossible and not necessary to satisfy my goals here. Trying to solve it the best I can will help me learn the math for future problems."
See also: Boring Advice Repository, Solved Problems Repository, Grad Student Advice Repository, Useful Concepts Repository, Bad Concepts Repository
I just got back from the July CFAR workshop, where I was a guest instructor. One useful piece of rationality I started paying more attention to as a result of the workshop is the idea of useful questions to ask in various situations, particularly because I had been introduced to a new one:
"What skill am I actually training?"
This is a question that can be asked whenever you're practicing something, but more generally it can also be asked whenever you're doing something you do frequently, and it can help you notice when you're practicing a skill you weren't intending to train. Some examples of when to use this question:
Many of the lessons of the sequences can also be packaged as useful questions, like "what do I believe and why do I believe it?" and "what would I expect to see if this were true?"
I'd like to invite people to post other examples of useful questions in the comments, hopefully together with an explanation of why they're useful and some examples of when to use them. As usual, one useful question per comment for voting purposes.