[Encosia]

I've been using Trillian Pro for this for many years, and it's worth every penny. My history is always in sync between my Windows, OSX, and iOS devices, and Trillian's desktop interface is so much better than Gmail's chat interface.

[dantillberg]

Do you use Trillian in conjunction with the google-native clients? I seem to recall trying Trillian -- years ago, though -- and finding that it had the same issues as Pidgin and Adium, losing messages whenever you were active in another client.

[Encosia]

I have seen weirdness from time to time, but mostly no. I just asked someone to send me a test message while the Gmail window was focused, and it came to both locations. Oddly, when I send a reply from Trillian, the chat window closes in Gmail.