I thought skys 1st was fire but grims 1st and second were both fire aswell so
Winner:Grim
Edit
After 7 years I switch my vote to sky his first just murdered

Sky V1 - Lots of little personals that hit like bee stings. rhyme scheme was a little basic.
Grim V1 - Started with a strong rhyme scheme and flow but both lost momentum by the end, and there was some real generic stuff here too.
Sky V2 - I only caught a couple lines here and none of them were really directed at Grim.
Grim V2 - Flow is fucking FIRE. I feel like there could have been some really hard punches made around the concept of Sky making his second verse out of samples and you really didn't take advantage of the opening.

Both of these guys need to punch harder. Sky could have taken this with a little more venom. Grim didn't do his research. The second verse pointed out a pretty clear victory for Grim though. DIFFERENT DOES NOT ALWAYS MEAN BETTER.