I'd much prefer not using telnet!  I see it to be about the same as doing 
remote management using the WiFi at the coffee shop with the laptop firewall 
disabled.  Not looking like Cisco offers a particularly good alternative, 
though.

From: Steve Kradel [mailto:[email protected]]
Sent: Friday, November 09, 2012 3:03 PM
To: NT System Admin Issues
Subject: Re: SSH (PuTTY) session from Windows2008R2

You might also check if sshd is configured to allow username + password login.  
The more secure choice is to require RSA/DSA authentication exclusively (oh, 
and not to use telnet whatsoever).

--Steve
On Fri, Nov 9, 2012 at 1:33 PM, Kevin 
<[email protected]<mailto:[email protected]>> wrote:
It could be several things.
Improperly configured SSH server settings.
An SSH bug in IOS. (there have been several as i recall)
OR something i can't think of.

Something to put on your list of things to look into at a later time.

Glad the that mystery is solved though. Best of luck!

On 11/9/2012 9:51 AM, Richard McClary wrote:
> Tried an assortment of PuTTY configurations, including SSH 1, different 
> encryption settings, etc.  All returned the same message (looking at raw 
> captures) - encryption was successful, but authentication failed.
>
> Yes, finding either an old PuTTY, or another SSH client is possible.
>
> The main thing is, it is no longer a mystery.
>
> Thanks!-
>
> From: Kurt Buff [mailto:[email protected]<mailto:[email protected]>]
> Sent: Friday, November 09, 2012 11:34 AM
> To: NT System Admin Issues
> Subject: Re: SSH (PuTTY) session from Windows2008R2
>
> OK - so not a Windows firewall issue.
>
> Does the Cisco allow ssh v1? If so, does using v1 work?
>
> As somebody else suggested, perhaps a newer or older version of putty might 
> work better.
>
> Kurt
>
> On Fri, Nov 9, 2012 at 8:33 AM, Richard McClary 
> <[email protected]<mailto:[email protected]><mailto:[email protected]<mailto:[email protected]>>>
>  wrote:
> 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:[email protected]<mailto:[email protected]><mailto:[email protected]<mailto:[email protected]>>]
> 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
> [email protected]<mailto:[email protected]><mailto:[email protected]<mailto:[email protected]>>
>
> From: Kim Longenbaugh 
> [mailto:[email protected]<mailto:[email protected]>]
> 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:[email protected]<mailto:[email protected]>]
> 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. Philo Rd, Ste 36
> Urbana, IL 61802
> [email protected]<mailto:[email protected]><mailto:[email protected]<mailto:[email protected]>>
> P: 217-337-9761<tel:217-337-9761><tel:217-337-9761<tel:217-337-9761>>
> C: 217-417-1182<tel:217-417-1182><tel:217-417-1182<tel:217-417-1182>>
> F: 217-337-9761<tel:217-337-9761><tel:217-337-9761<tel:217-337-9761>>
> www.aspca.org<http://www.aspca.org><http://www.aspca.org/>
>

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