Thanks for the edit.
What you have described is the tough part for me of figuring out string setups.
I'm still in my early 30s, so I grew up playing tennis during the Agassi, Chang, Courier, and Sampras era. So basically, this is the style I was coached, which is to hit through the ball going low to high. I think my grip is between eastern and semi-western.
Back then, the only guy I saw hit with a western grip was a foreign exchange student from Spain who played on my high school team.
I know I'll always be a flatter hitter (does not mean no topspin, just not rafa type topspin) because of the way I learned to play tennis, but I would like my string setup to give me the spin when I need it, namely for consistency during rallys and extra spin to put away the short balls.