When you’re trying to decide something, making a pro-con list is an obvious tool. Sometimes, this is not enough and you need a different approach. You could try the holding/pulling angle: ask yourself “what is holding me/us?” to see if there are obstacles to a certain decision, in combination with “what is pulling me/us?” to find out why something attracts you.
A fresh set of questions can shed a new light on whatever you’re trying to find out and help you to dig a little deeper. This simple structure can also be a valuable asset when you’re talking to someone that is trying to make a big decision.