There are very real reasons for using Putty + Pagent 1) The Gnome SSH authentication agent works badly 2) Keeping multiple openssh keys, and Putty Keys is a pain in the Ass. 3) And because I want to. Turns out the problem is caused by the version of Windows you emulate causes the issue. Win95 or Win98 works. WinNT or later seems to break the Windows Shared Memory that Pagent uses. So setting a custom settings for the Putty, Pagent, Plink, and pscp works. Thanks All