Also a certain amount of contrast is good in life. Just going with the flow seems to dull life, removing inner conflict, conflict with others, pain, excitement...
I think 'going with the flow' can go further than just on a life scale. In my case it means making decisions that often shake things up and seem a bit silly and counter-productive. I make these decisions because usually they work out and at least keep things interesting. But within these paths of conflict/difficulty I go with the flow. Not necessarily as an all-encompassing approach to life.
I still hope I can get my side project to a reasonable level of completeness and people will have some interest in it. It's just that, now, my identity isn't tied up in it.
And maybe that's what it comes down to: is my identity tied up in what I'm trying to accomplish? Because if it is, and I fail, that makes me a failure.