He looks great! I just got an OTTB mare at the start of last month, and although she's been off the track for three years (raced until she was seven).. she was pretty underweight, had bad feet (thrush in all feet plus a bit trim/shoe job) and her training had a bunch of holes. Still working hard, but now she's a bit plumper (although I'm trying to build a topline and add muscle and more weight overall) and her feet are looking much better.. plus she's a completely different horse to ride.
Monte is definitely a handsome boy though, and good luck with the rest of the transition! :)
Forever loved, never forgotten; my beautiful Indie. <3 Hoofprints on my heart.