Mornin' everyone....
I'm just a rhythm guitarist/song writer.
There is (2) that come to my mind right away.
When I do select a cover to flesh out I adhere to the original as best as I can.
So, for me:
1) Kid Charlemagne: Steely Dan
Lots of changes and many different ways to play it.
With the help of my collaborator-in-chief (Ken Lasaine) I finally chose my way to play it and it took me a couple months to actually get comfortable with it.
2) Rio De Janiero Blue: Randy Crawford.
A very smooth, captivating song with impeccable vox by Randy.
Coming up with the best way to play the chords was a challenge for me.
Thanks to Kens' help again I stuck with it and became 'comfortable' with this one too.
My version of both is on my YT page if remotely curious.
I was quite nervous when recording both of these and almost screwed up the KC take early on but got lucky and recovered my rhythm playing composure.

Happy Veterans Day and my respect to all that have served honorably.
Carry on.