If this doesn't get Accepted, I will... Go sleep.
This looks pretty d*mn cool, I can't wait to do this on parkour server! Nice work!
I love the design of Lollipop, colors fit perfectly and the map flies nicely!
Only feedback from me is, that there is a few jumps what are really hard, but you said
A mixture of easy and hard is the equivalent to Medium. That was the exact point of having relatively easy and hard jumps, to balance each other out and create a medium parkourse.
So it's ok, let's see what poke says! :)