Some of my life choices have worked out well for me, some not so well, as far as providing what I thought I was going to get from them. I am happy with those choices though because they were mine. A wise saying I heard was "make plans, but don't plan the outcome". Life is a crap shoot in some ways, but happiness can be found in all things.
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Some wisdom there... I'm definitely onboard with the whole "don't attach to the outcome" part. Expectations usually lead to disappointment, so I prefer just going with the flow.
"attach" being the critical word. I do believe we need to ask ourselves how well our choices are working for us, while working toward what we want and feel is right.