Coincidently I spoke to the PM on this feature last week about this very issue. 
It's a known limitation - which requires a re-architecture of the remote 
debugging engine. Unfortunately, you won't see this supported until a future 
version of VS.

-----Original Message-----
From: ozdotnet-boun...@ozdotnet.com [mailto:ozdotnet-boun...@ozdotnet.com] On 
Behalf Of Michael Lyons
Sent: Sunday, August 08, 2010 8:19 PM
To: 'ozDotNet'
Subject: RE: Remote debugging outside of domain

I have to say it would be really nice if it just worked similar to what you 
were saying but popped up with an authentication dialog where you could 
actually logon remotely using the debugging account.

-------------
Michael Lyons

-----Original Message-----
From: ozdotnet-boun...@ozdotnet.com [mailto:ozdotnet-boun...@ozdotnet.com]
On Behalf Of Wallace Turner
Sent: Monday, 9 August 2010 11:52 AM
To: 'ozDotNet'
Subject: RE: Remote debugging outside of domain

Condolences++

<rant>
Why do you make it so damn hard to debug a process on a remote machine (listen 
up Microsoft) As always, I'm sure there is a good reason for everything but 
this is what would be nice:

a) you install remote debugging on remote machine
b) you forward port on firewall (optionally)
c) enter remote machine name a la SQL connections (myhost.com,5000) and start 
debugging

Yes I know it doesn't work this way. Geez it would be nice tho. 

No messing around with users, one port only. Security could be controlled per 
process via the remote debugging frontend on the remote machine (yes that would 
require some work)


-----Original Message-----
From: ozdotnet-boun...@ozdotnet.com [mailto:ozdotnet-boun...@ozdotnet.com]
On Behalf Of Greg Keogh
Sent: Monday, 9 August 2010 11:47 AM
To: 'ozDotNet'
Subject: RE: Remote debugging outside of domain

"Unable to connect to the Microsoft Visual Studio Remote Debugging Monitor 
names 'x'. The Visual Studio Remote Debugger on the target computer cannot 
connect back to this computer. Authentication failed. Please see Help for 
assistance."

Hi Michael, my condolences. I spent many solid hours of suffering one afternoon 
last year trying every trick I could think of to get around this exact problem 
... I failed.

I gave up with remote debugging and used windbg on the server machine to attach 
to the troublesome process and I eventually found the problem (missing resource 
files).

Sorry I can't offer any more than sympathy.

Greg


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