I have an intermittent issue with not being able to call out and have it call back on my TMobile cellular number (TOR is "too slow"). That may be what you're thinking of. A reboot as such doesn't solve it but it comes and goes and I reboot often enough that it probably helps. That one will probably be fixed by a code push you're going to do involving how TOR deals with error messages.
The second issue (the one I'm sending logs for) is that when I try to call out using 3G (instead of wifi) I can't call out using TOR. I get an error message that I need an internet connection. I do definately have working internet during those times (pandora will stream, etc). I am driving around when this one happens, but no matter how many times I call out on 3G, it will only work when I find another wifi spot.