Here's exactly what it spat out when I hit debug on POM:
kpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
[04/24/15 12:14:31] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
[04/24/15 12:14:37] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
[0424/121503:ERROR:network_change_notifier_win.cc(174)] WSALookupServiceBegin failed with: 8
[0424/121503:ERROR:gpu_info_collector_win.cc(103)] Can't retrieve a valid WinSAT assessment.
[0424/121505:ERROR:network_change_notifier_win.cc(174)] WSALookupServiceBegin failed with: 8
[0424/121505:ERROR:gpu_info_collector_win.cc(103)] Can't retrieve a valid WinSAT assessment.
[0424/121514:ERROR:renderer_main.cc(227)] Running without renderer sandbox
[04/24/15 12:15:34] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
Looks like steam didn't shutdown cleanly, scheduling immediate update check
[04/24/15 12:15:50] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
[0424/121553:ERROR:network_change_notifier_win.cc(174)] WSALookupServiceBegin failed with: 8
[0424/121553:ERROR:gpu_info_collector_win.cc(103)] Can't retrieve a valid WinSAT assessment.
[0424/121816:ERROR:renderer_main.cc(227)] Running without renderer sandbox
[04/27/15 11:12:07] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
[04/27/15 11:12:11] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
[0427/111246:ERROR:network_change_notifier_win.cc(174)] WSALookupServiceBegin failed with: 8
[0427/111247:ERROR:gpu_info_collector_win.cc(103)] Can't retrieve a valid WinSAT assessment.
[0427/111306:ERROR:renderer_main.cc(227)] Running without renderer sandbox
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
wineserver crashed, please enable coredumps (ulimit -c unlimited) and restart.
[04/27/15 11:44:21] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
[0427/114429:ERROR:network_change_notifier_win.cc(174)] WSALookupServiceBegin failed with: 8
[0427/114429:ERROR:gpu_info_collector_win.cc(103)] Can't retrieve a valid WinSAT assessment.
[0427/114446:ERROR:renderer_main.cc(227)] Running without renderer sandbox
[04/27/15 11:53:59] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:53:59] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"UseGLSL"="disabled"
-----------
[04/27/15 11:54:08] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:54:08] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"DirectDrawRenderer"="gdi"
-----------
[04/27/15 11:54:11] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:54:11] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"VideoMemorySize"="32"
-----------
[04/27/15 11:54:15] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:54:15] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"OffscreenRenderingMode"="fbo"
-----------
[04/27/15 11:54:18] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:54:18] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"RenderTargetModeLock"="disabled"
-----------
[04/27/15 11:54:21] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:54:21] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"Multisampling"="disabled"
-----------
[04/27/15 11:54:23] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:54:23] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"StrictDrawOrdering"="disabled"
-----------
[04/27/15 11:54:36] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
[0427/115452:ERROR:network_change_notifier_win.cc(174)] WSALookupServiceBegin failed with: 8
[0427/115452:ERROR:gpu_info_collector_win.cc(103)] Can't retrieve a valid WinSAT assessment.
[0427/115508:ERROR:renderer_main.cc(227)] Running without renderer sandbox
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
[04/27/15 11:57:29] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:57:29] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"StrictDrawOrdering"="disabled"
-----------
[04/27/15 11:57:35] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:57:35] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"Multisampling"="disabled"
-----------
[04/27/15 11:57:39] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:57:39] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"RenderTargetModeLock"="disabled"
-----------
[04/27/15 11:57:45] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:57:45] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"VideoMemorySize"="32"
-----------
[04/27/15 11:57:51] - Running wine-1.7.33 regedit /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
[04/27/15 11:57:51] - Content of /Users/SkookumTheHyena/Library/PlayOnMac//tmp/regkey.reg
-----------
REGEDIT4
[HKEY_CURRENT_USER\Software\Wine\Direct3D]
"UseGLSL"="disabled"
-----------
[04/27/15 11:58:16] - Running wine-1.7.33 winecfg (Working directory : /Applications/PlayOnMac.app/Contents/Resources/playonlinux/python)
fixme:ntdll:server_ioctl_file Unsupported ioctl 24000 (device=2 access=1 func=0 method=0)
fixme:msg:pack_message msg 14 (WM_ERASEBKGND) not supported yet
[04/27/15 11:59:13] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
[0427/115929:ERROR:network_change_notifier_win.cc(174)] WSALookupServiceBegin failed with: 8
[0427/115929:ERROR:gpu_info_collector_win.cc(103)] Can't retrieve a valid WinSAT assessment.
[0427/115946:ERROR:renderer_main.cc(227)] Running without renderer sandbox
Setting breakpad minidump AppID = 72850
Steam_SetMinidumpSteamID: Caching Steam ID: 76561198106292672 [API loaded no]
[04/27/15 12:43:41] - Running wine-1.7.33 Steam.exe (Working directory : /Users/SkookumTheHyena/Library/PlayOnMac/wineprefix/Skookum_s_Steam/drive_c/Program Files/Steam)
fixme:ver:GetCurrentPackageId (0x33e4e0 0x0): stub