I think it comes down to understanding the applicability of your samples and the player. With limited experience in real life, when I start moving music into the daw I pretend I'm on the rostrum having to prepare the orchestra. What would I expect from the players? Like you, I click the grid up to 1/64 or 1/128 to draw in the velocities so I can make fine adjustments over the duration of a note....etc. Well, you know what I mean about that. But it's important not to cheat. If yer flute playing its bottom note is too quiet against a barrage of horns, you don't push up the flute's volume fader you rethink your orchestration. etc.