were you using exclusively Obitalk interface to make the changes? or you also
made some on the local web interface and some on obitalk?
if the latter, the reason for the setting not being sticky is that the obitalk network overwrites
your settings after the reboot. It's possible to disable that. But one way to work around it
is to make your changes on Obitalk if that is what you normally use.
Also, based on what you described, the setting was not effective after the reboot. So we don't
know if the DTMF method was even effective. So you have to retry it once you verify
the settings are stuck in the config of your obi after the reboot.
On why the dialpad tones are not effective: I have a very vague recollection (and I may be also wrong obviously) that when someone was using GV to dial into a conference bridge there was some issue negotiating
some of the properties of the call? something related to media negotiation. Again, very vaguely
recall that the symptom was what you see. I tried to locate the old posts quickly but couldn't. I'll
look some more but there are other knowledgeable people in here that may have that info more handy.
To test this hypothesis, you can try some other service (ie call you credit card 800 number where you need
to send tones to obtain lets say your statement balance) and see if the dial tones are recognized.
If they are for some services and not for others, it's probably the signaling/negotiation issue I mentioned above.
In my case, I recall also seeing this problem long time ago (more than 1.5years ago). But for the bridges I use these days I don't experience it anymore.
Now what can you do if you in fact hit this issue: well the only alternative I can think of is getting
some other SIP trunk/voip service and route your conference calls over that one. If you end up
going down this path, folks in this forum should be able to recommend voip/sip options. But lets first
prove/disprove the hypotheses above by getting the DTMF setting sticky after reboot, and testing
that tones work on some other services like when you call 800 #s for credict cards.
L.