Let’s say you’re thinking of moving cities.
I like spreadsheets and lists. Pros, cons, constraints (what does the choice foreclose in the future?), and expenses of all alternatives. Don’t limit yourself to two; I find five a good baseline, but eight is more comprehensive. Near alternatives to your top choice are more meaningful, but it’s also good to throw 1-2 curveballs in (teach English in Korea, build schools in Ghana, whatever you hanker for that’s out there and feasible). Cognitive framing influences how we make choices. If we frame too narrowly, we miss out on better alternatives and systems.
Any given plan needs an exit strategy with potential employment (I like to plan for two possible back-up jobs just in case) and ideally a guarantee that you’ll benefit from the plan. This could be anything from “certification in X” to “learned I don’t like deserts and snakes,” even if the experience is otherwise fucking awful. It’s hard to regret a choice that makes you a more developed person.
Weigh the relative benefits and costs (implicit and explicit, real and potential, financial and relational) against what you’re feeling.
Spreadsheets and composition notebooks work well for me, but maybe you like bubble outlines or post-it maps. It doesn’t matter how you do it—if you research, write about, and analyze your choice for 10-100 hours, you’ll come out with a clear “this is what I want and why,” and you’ll be able to tolerate the cost of it if it doesn’t work out. Furthermore, you’ll have alternatives lined up.
I also find therapy works best with direct goals and homework. If you arrive at the appointment having done significant research and you lead with, “I’m planning X. I need help assessing if this is the right choice. Let me tell you my thoughts; I need you to push on weak or undeveloped spots,” you might get different results. Be humble and take notes—if you hadn’t considered something, that’s new homework.
Obviously, maybe you’ve already done all of this.
If you’re struggling with how to start the research comparison, I suggest going old school: the 5Ws & H. It’s familiar, they’re easy questions to answer, and it’ll get you started into a formal comparison.