I'm a big fan of the decision matrix, where you boil down a decision into options and criteria, then can score how important each criterion is and how well each option fulfills the criterion. I think it helps provide a way to make your intuitions a little more concrete, and to start reasoning about them.
Here's a very simple decision matrix web app https://www.ruminate.io/.
I'm also building a tool for analyzing problems, which includes functionality for a decision matrix: https://ameliorate.app/. Most of it centers around clarifying causes and effects of problems/solutions, which can also help you grasp a situation. Here's an example of a decision I've made with the tool for picking which ORM to use for building the tool itself: https://ameliorate.app/examples/ORM?view=Tradeoffs+scored+as....