Ok, you asked for it, lol. Sounds like a lot of work to me, but to each his own. I have an older version of Dragon. It took a lot of training and my computer is too "noisy" for good accuracy. I wasn't aware that you could only train it for one user. You may have to get the business version for that.
As for different users talking to Hal, I've tried that, it seems to work fairly well with typing, so it should work well with a multiple user version of Dragon.
One thing you didn't mention is a user talking to different characters within Hal. Maybe I'm getting a little off topic with this, sorry. In an older version of Hal, I think it was 5, I could talk to different characters and they each had their own personality. This feature added a lot of depth to the program. In the current default version, all the characters seem the same. Hal 5 and 6.0 of became "corrupt" because of a meltdown that I had a local computer store working on. They didn't deactivate. That is why I use the default brain instead of upgraded. Is anyone else talking with multiple characters and if so, how are the results?
Sorry LS, I'll strike that last paragraph and re-post it elsewhere if you want. I just want to be able to decide if it would be worth the trouble to try and re-activate the two previous versions.