Here's the thing. This is Home Recording. You're not in a pro studio with the clock ticking, with some asshole breathing down your neck, etc.
So, don't be afraid to try things, push things, deliberately fuck things up. That's the only way you can find out what your equipment does, where the sweet spot is for a given tool (be it software or hardware), what are the sonic characteristics of a given processor, how they react to different input, levels, etc.
Don't be afraid. Try. And 90% of the time with DAWs the worst thing you'll need to do is to hit that "Undo" button
I have spent countless hours (and still do) in what I call "what if" sessions. "What if I do so and so, what will happen?" Then go and try it out, various ways, etc...
Once you get in the habit of doing stuff like this, come mix/project time you'll go "oh yeah, I remember, this compressor was reacting in this particular way when I did this and that"... meaning, you've already learned your equipment, have a decent idea as to what to expect, and you're not wasting time and sucking out creativity trying to figure out what the hell it is that you need to do and why