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SBS2008 RWW fails first time, works the second time

Posted on 2011-03-11
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Last Modified: 2012-05-11
SBS 2008 server working great.  A couple months ago, we had a memory problem on the server so when people tried to access the site online (via RWW), it wouldn't let them in.  We fixed the memory problem, but ever since then, the first time from any browser on any computer that you go to https://remote.servername.org it returns an error:
The URL says:
https://remote.servername.org/remote/RWWErrorPage.html?aspxerrorpath=/Remote/logon.aspx

and on the page itself it says:
Cannot connect to the Remote Web Workplace site.  To continue, contact your Network Administrator.

If the person then simply tries https://remote.servername.org again, it works great!

This is replicable on any computer, whether or not it's ever tried to access the server before.
This really causes a lot of headaches for me because everyone tries it once and gives up.  How can I make it work the first time again?
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Question by:mignonnedavis
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by:Scovndrel
ID: 35112798
This sounds like the application pool associated with SBS Web Applications is unloading itself when idle, and it takes a wake-up call to get it going again. What happens if you connect (twice), and then close all browser windows, wait 5 seconds, and then connect again? Does it still do the error, requiring you to reconnect?
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by:mignonnedavis
ID: 35123527
Well if I close all browser windows and wait 5 seconds it connects first time.  In fact, it seems to connect the first time if it's under 10 minutes.  It seems to fail somewhere around 15 to 20 minutes.  
Any timeout somewhere I can play with?
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by:Scovndrel
ID: 35123580
Open IIS Manager and expand your server, sites, and select SBS Web Applications.
In the Actions pane, click View Applications.
Find "/Remote" in the Virtual Path column and check which Application Pool it is using. Mine is using "SBS Web Workplace AppPool (v.20)".
Click Application Pools in the Connections pane on the left.
Select the Application Pool you found above.
Click Recycling and see what's in there. Mine is set to 1740 minutes, and only the "regular time intervals" box is checked. If you don't make any change, click Cancel.
Click Advanced settings. I've attached a screenshot of what mine looks like. Mine has some idle timeouts, but I don't have the problem you described. Maybe you'll find some other setting that is different.

If you don't find the answer here, I suggest you start running Google searches for things like "Remote Web Workplace application pool unloads minutes" (without the quotes) or similar.
 Advanced Settings
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by:Scovndrel
ID: 35123596
Also, here's what my "Basic settings" for that app pool look like:
 Basic Settings

If your /Remote virtual directory is associated with some other application pool, that might be the trouble.
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by:mignonnedavis
ID: 35123736
My settings are identical.  I googled around for what you said to, I can find nothing that might help me.
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Scovndrel earned 500 total points
ID: 35124283
Bummer. Back to the drawing board. Any event logs messages that correspond with when it stops working? How about IIS logs? Obviously something is going to sleep and waking up when a connection occurs, but not waking up fast enough. Maybe there are some clues in the logs.
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by:Scovndrel
ID: 35300706
Did you find the culprit?
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