Apple devices and WEP

In advance, a disclaimer: Please don't lecture me about how we shouldn't be using WEP...I'm fully aware how just how bad WEP is from a network security standpoint. Unfortunately, I'm not in a position to change it at the moment.
I wasn't really sure where to post this, as it's not specific to any one device and could very well be a software problem. That being said: why is it that NONE of the Apple devices I've used have ever worked correctly on the WEP network here? Where I work, we've got all Cisco equipment, but unfortunately, we're still on WEP. We've got hundreds of Windows devices that operate just fine with it.
On the other hand, on every Mac portable device I've had since I started working here 7 years ago, it's been an issue. I enter all the information correctly when I try to add the network as an Airport profile, and one of two things happens:
1. It prompts me for the password over and over.
or
2. It takes the information like everything is ok, but then it doesn't connect (no "bars")
Every once in a while I will get a device to connect and work, but it's usually only temporary...it'll just stop working all of a sudden. It doesn't have to do with proximity to the access points; believe me, I checked. I'm positive I'm entering everything correctly, as I actually work for the IT Department here. I've had numerous portables through the years including various MacBook/PowerBook Pros, iMacs, and now an iPad which also doesn't want to work on our WEP network. We have four buildings here, which are technically four separate networks, all configured with the same type of access points, and Apple devices don't connect properly in any of them. Being that we have plenty of Windows-based devices, as well as Android portable devices that work on our WEP network, it would appear that the problem is isolated to Apple.
Is anyone else here still stuck using WEP (perhaps at your workplace), and has anyone else had similar problems to what I'm having here? What did you do to resolve them? I'm dying to get my iPad on the wireless here, but it just won't cooperate.

WEP password may not work for all computers in a multiplatform environment.
For a 40 bit WEP network, always choose a 5-character password.
For a 128 bit WEP network, always choose a 13-character password.
For example, Nintendo DS supports only WEP so when I wanted to use it, I defined a 13 character WEP password and it worked on the DS, on my Macs and on the Nokia cellphone.
http://support.apple.com/kb/HT1344
You may be prompted for the password even though it has already been saved:
http://support.apple.com/kb/TS2975

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