This is definitely a W2K8-to-Cisco situation. Again, as per my reply to Kim, the Cisco stack is still running SSH 1.99. That SSH version seems to be the cause. (Weird, though, because the same copy of PuTTY on an MS OS other than W2K8) will log into the Cisco stack just fine.
Jonathan asked about the login box. It is the Cisco login box, and it is identical to what is seen when connecting from other OS. As to why connecting from Win2008 - well, we have a boss and (also) a network guy in NJ. Home office is on Manhattan. Travel in that area is still rather restricted. Network guy has only his assigned laptop and is trying to work remotely... The Cisco switch is not allowing a connection from outside the physical LAN (he is using Juniper Network Connect). So, having been told that the switch will accept a connection from within the LAN, he needed a machine from within our LAN. Again, not having a desktop system within the LAN, and he being our principal AD administrator, attempted to do his Cisco work through one of the Win2K8 (NOT a DC!) systems he works on. From: Ziots, Edward [mailto:ezi...@lifespan.org] Sent: Friday, November 09, 2012 10:12 AM To: NT System Admin Issues Subject: RE: SSH (PuTTY) session from Windows2008R2 That wont do it. Have you set the putty.exe to run as administrator in the client properties? And definitely should be using SSH v2 and higher to manage your switches. I just wonder why you are doing it from a Windows 2008 server? I put copied my putty.exe to a Windows 2008 R2 SP1 server and created a session to my Backtrack 5 R3 box via SSH. Z Edward E. Ziots, CISSP, Security +, Network + Security Engineer Lifespan Organization ezi...@lifespan.org<mailto:ezi...@lifespan.org> From: Kim Longenbaugh [mailto:k...@colonialsavings.com] Sent: Friday, November 09, 2012 11:06 AM To: NT System Admin Issues Subject: RE: SSH (PuTTY) session from Windows2008R2 Will the Windows client let you "telnet <ipaddress> 22" ? From: Richard McClary [mailto:richard.mccl...@aspca.org] Sent: Friday, November 09, 2012 9:41 AM To: NT System Admin Issues Subject: SSH (PuTTY) session from Windows2008R2 Greetings! We use PuTTY for SSH sessions to manage various devices. An issue has recently been discovered by us here... We have no problem logging in to our Cisco Catalyst 3750 switch stack via SSH from machines running Windows XP, Windows 7, or Windows 2003. However, if we are logged into a Windows 2008R2 system... Using PuTTY, we connect to the switch stack and get a login box. After providing user name and password, we are denied access. Using telnet (MS version enabled in the "Features" page of Control Panel/Applications), we can log in with no problem. My preliminary Google searches seem to indicate that although SSH clients and servers are not a part of Windows 2008, it is supported. So far, nothing regarding this inability to log in to other systems using SSH. Again, this is weird as a telnet session from the same Windows 2008 machine gives access. Anyone??? Thanks!!! -- Richard D. McClary Jr Infrastructure Architect, Information Technology Group ASPCA(r) 1717 S. 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