Overthinking doesn’t make the choice any safer. It just lets the window close while you’re still measuring it.

Past a certain point, extra thinking stops adding information and starts generating scenarios. It feels responsible because it is effortful, but you are circling the same few facts and getting more anxious rather than better informed. Meanwhile the option is expiring on a real calendar that does not care how carefully you are weighing it.

Notice when you stop learning anything new from a round of thinking, because that is the moment to decide. Give yourself a deadline and a coin if you need one. A decent choice made in time usually beats a perfect one made late.