Now some proper feedback. This is your first map, so as I expected, there are a few areas you should work on.
First of all, you should look into optimization using hint/skip and areaportals. Your map as a few spots that could use them, otherwise it will really hurt the fps (and the enjoyment for some people).
Second, never ever ever ever surround your map in a big skybox. That is a 'cheap' way to close off map leaks, and dramatically lowers performance. As such, you should seal it off properly. This means treating each different 'area' that may be separated by a doorway, or a wall, as a different room.
Avoid overlapping brushes, such as this:
Don't use doors for bhop. They don't allow multiple players to jump on the same block without using a separate plugin to fix them up. I'd suggest either
Multiplayer bunnyhops if you want to let players jump on them as many times as they want, or
Simple 1-bhop system if you only want them jumping once on each block.
For teleporters, try to use the trigger texture, as opposed to nodraw.
Often it is best to cater to all servers, rather than a single one. As such, it is a good idea to place spawn points suitable for a 64 slot server. Chances are there won't be 32 prisoners and 32 guards. (of course, if the map is for only a specific server, doesn't really matter. Although its best to future-proof it in case slots increase).
Fix console errors. Not really necessary, but always nice to do.
Code:
---- Host_Changelevel ----
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/du_palm_tree01_skybx.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/cs_militia/trees1.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/de_dust/palm_tree_head_skybox.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/cs_assault/ladder_tall.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/cs_assault/ladder_tall.mdl)
SOLID_VPHYSICS static prop with no vphysics model! (models/props/cs_assault/ladder_tall.mdl)
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
Attempted to create unknown entity type info_ladder!
Can't init info_ladder
func_physbox (func_physbox) at (-1809.830 482.120 128.500) using obsolete or unknown material type.
func_physbox (func_physbox) at (815.000 2678.000 201.000) using obsolete or unknown material type.
Set motd from file 'motd.txt'. ('cfg/motd.txt' was not found.)
Set motd_text from file 'cfg/motd_text_default.txt'. ('cfg/motd_text.txt' was not found.)
Invalid terrorist spawnpoint at (-119.7,112.1,112.1)
Invalid terrorist spawnpoint at (-475.0,112.1,112.1)
Invalid terrorist spawnpoint at (-2364.0,125.5,125.5)
Invalid counterterrorist spawnpoint at (-1781.2,127.0,127.0)
If you have any questions, feel free to pm me or add me on steam or whatever. I'm bored, I need something to do.