Big picture: experience is the main way to get better at this. That, plus watching what more experienced folks are doing. In terms of smaller strategies: I th

Big picture: experience is the main way to get better at this. That, plus watching what more experienced folks are doing. In terms of smaller strategies: I think stepping back and asking "What is the real problem that needs to get solved here?" is very often the best thing to keep in mind when I'm stuck. Along with "How important is this, really?" These kinds of questions help you to evaluate whether a particular technical roadblock is actually worth solving, or whether perhaps it is not worth the time investment because some other solution (or just walking away) would be a better choice. Also, I don't know if you need to hear the clichés, but context switching is a huge and important strategy for problem solving — whether rubber duck debugging, talking to colleagues, switching to another medium for thinking (like a white board), or just going for a walk around the block — these are often good ways to get unblocked.