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Going against the flow is a decision that has to be made. But it doesn't necessarily start with "I'm going to go against the flow!" It doesn't need to begin with an attitude of resistance, rebellion or non-conformism.
It may begin with "I'm not happy with my life and the way it's going." Then, when you decide to be true to yourself and find your own way, you suddenly realize this means going against the flow and carving your own path.
You may suddenly discover that in being true to yourself and finding your own way you are noticing that everyone else is going in the opposite direction. It is not a comfortable feeling or more people would do it. It's more comfortable and easy to go with the flow. Not against it. It's conspicuous and sometimes considered arrogant to go against the flow, so people prefer to blend in and keep their heads low.
But it is always necessary. Necessary for your own sanity, peace and personal growth.