I've struggled with this. In the end the solution was to just ignore my pros and cons list, and go with the flow. There's been plenty of times I've gone into so

I've struggled with this. In the end the solution was to just ignore my pros and cons list, and go with the flow. There's been plenty of times I've gone into something thinking not much of it, and being pleasantly surprised after. There's also a book that really helps me which I periodically reread every few years: Siddartha by Herman Hesse. Its a short read, ~150 pages. It reminds me how important the fullness of life is, the good and the bad.