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Ahhh... Now the issue and plot thickens. Per the hosts file suggestion: Here's the problem. Users also http their way into Outlook from home. If I do assign the Global static IP address assigned by the ISP, and toss up an FQDN I would have to wait for the user to go home, try it, come back and...

Thank you robmazco, I'll give that a try. Hopefully this will make a difference (Yar!).

I tried firing up the wifi like you suggested this time, the issue just came about today on one of our manager's laptops :( It was not a happy moment. But, the issue kicked in just the same and relentlessly. I'm going to have to take a peak at his laptop later. This issue is really bothering...

You know, I've been wondering if it was a subnet issue as well.... But I don't really know how to approach this since I don't know how this all reacts on the application layer. We've a 255.255.254.0 subnet mask- which if my telecomm senses don't fool me much, suggest that it's a \23 subnet...

Same here. Exact same settings. This is really starting to sound as if our network is just haunted (silly notion, ofcourse). Sigh. Thank you so much for your help so far though. It really is tremendously appreciated. We've had this problem plague us for some time now.

That is what I have suggested to do, so far- as a quick fix anyhow. I thought that logically it would make sense to close outlook, connect to the wifi after undocking THEN to open it and it should work fine. There's not interruption this way. The timeout is currently set to 30 seconds.

I can't quite recall how it is configured, to a tee... But I believe that we're using PEAP/MSCHAP v2 like you mentioned. And yes, Automatically use my windows password logon... etc, is selected. This is a general configuration that is pushed out to all the employees via group policy. Generally...

Ahh... And I just realized I forgot to mention that this is on a domain (a shared domain for all the employees here). Sorry, I thought I had added that in my original post.

Like SkipVought suggested, VB code would be the way to go. A few IF statements (and although a while loop might make this easier I'm not sure if it wouldn't eat up too much processing power) and you should have it setup. I can't recall the exact syntax of VB since I've been spending most of my...

Tried that before with the email profile and recreating it. It is a quick fix for long-term issues or corrupt profiles, I do agree. However in this case, there's something odd about it. And generally users keep their wifi off while docked, and only have it enabled the moment they undock. I'll...

It is enabled. Not quite sure what is happening with this- the problem does seem to be unique. I'm trying to think if it might be an issue with Outlook itself, DNS server or what... I'm really running out of ideas :(. Though I haven't had the chance to take a look at the 'Show network changes'...

I doubt the nic and wireless connections are active at the same time, since the laptop undocks before the wireless kicks in. This is a recurring issue for several of our employees here, though I may have overlooked something and it could have been turned on earlier. The wired generally drops...

Not sure if anyone else has come across this. I tried searching the forums, and googled around a fair bit to no avail. My situation: I currently am employed at a relatively large company (130 or so people) as an IT guy (co-op term). We use Microsoft Exchange 2003, and people use Outlook 2007...