Yep highly encourage to take a breath, at some regular cadence and contemplate on all possible paths. I don't know how to be effective at this though. You need some notion of feature management to accomplish this.
I am looking to build a similar tool for engineers who are switching jobs and have multiple job offers. Essentially a financial projection of options 1, 2 and 3 taking into account inflation, location and salary growth.
Happy to brainstorm and collaborate if you are up for it.