Looks like your mapping skills are improving. I can't look at the map at the moment, just the screenshots, but I do have a couple of suggestions:
1) Instead of having tons of piles of equipment, spawn people with the stuff you want everyone to have (Use "GiveGun" "GiveHopper" etc. in the info_player_deathmatch).
2) Not having played it, I can't really judge this yet, but it looks like the flag would be better placed below the platform. If it's easily accessable up there, then never mind, but you should never have to climb a ladder or do trick jumps to get to the flag.
I'll take a look at it when I get home.