The only solution to this problem is exactly that one. Make the plan BEFORE EVEN BUYING the assets AND commit to it, as tightly as possible. If you can get a ma

The only solution to this problem is exactly that one. Make the plan BEFORE EVEN BUYING the assets AND commit to it, as tightly as possible. If you can get a machine or an unemotional third party to execute the plan, even better. Else you'll be stuck in an infinite loop of second guessing yourself and what-ifs that do not contribute to either your financial stability or your sanity. If the plan sucked, you can revisit it on a later round, and if not completely sure about your plan, you can do mini runs of it to test, but the important part is to stick to deadlines/commitments so the anguish stops.