Every time I ask, "Why don't you use Tropo?" I invariably hear "What's Tropo?" It's a shame, because it is pretty great. I think the word is finally getting out now, though.
We use Twilio, and I hadn't heard of Tropo. FWIW we're not totally over the moon with Twilio, and I've since discovered freeswitch, which is much more developer friendly and scalable than asterisk. It's all but persuaded me to roll our own telco connectivity.
If you like Freeswitch, you'd probably like Tropo. Tropo lets you program directly in Javscript and other languages, just like Freeswitch.
Tropo also lets you roll your own. You can download Prism, which include the Tropo engine, here:
I've been in the telephony for 15 years now. If I can help with your explorations at all, feel free to email me: jtaylor at voxeo dot com