The best way I can illustrate my understating of this common saying is though words of my mother, Carole Provenzale.
She said, think of "going with the flow" as planting seeds (ideas). After planting your seeds and knowing you have done everything possible in your power (taking action) to help them grow, and eventually the seeds that are ready to be harvest will crop up. I could not comprehend what she was talking about until about 4 years ago.
I began to understand "Going with the flow" requires patience, creative thinking and taking action as needed while also being keen on knowing when to step back and not force the issue (what ever that may be). To have faith in the process and be ready to harvest those opportunities when they presents themselves. Going with the flow means you are in constant motion of learning about yourself and learning how to navigate the goals and challenges you have created.
Going with the flow is discovering your own universal rhythm. This is my interpretation of what it means to got with the flow based of passed down wisdom and experience.
What do you think of - Go with the flow?