I think judging something really depends on the requirements. No one said using technology was going to be simple and easy. We should make it as easy as we can do, but no more than that. There's still a lot of room for improvement. But in the end the commercial services are geared towards convenience. And they'll always outpace us. We have to set up servers and jump through a few hoops so it's us in control of the network. There is no other feasible way to do it.

Though I really wish we had some messenger that makes encryption foolproof. And rock solid, and with a resource footprint of IRC when concerned with text messages, but not limited to that.