Most of these new services are built on data, and large, preexisting companies have huge advantages for the datasets that they can call on to train their systems. It's going to be very hard to escape the data problem for open source software.
I'm also losing hope in some of this stuff, because everyone is obsessed with building products, when in fact the internet is more about protocols and standards for talking between hetrogenous systems. Chat is a depressing example of this.
The only chance for a open protocol is if it's so cool and immediately useful that people adopt it en masse, a la Snapchat/Whatsapp. Or the market gets regulated. But either of those face a chicken/egg situation because the current market is too small to bother.
My own experience though has pretty transformative. My mother, father-in-law, even my wife approached the device with extreme caution. However as they watched me naturally interact with it, they all gradually warmed up to it.... and now it's a must have. The other day I walked into my kitchen, asked Alexa what the weather was outside, but she was unplugged. It was weird... kind of like calling your grandma only to realize she's not alive any more.
Right now it seems the proprietary systems are winning the race, which makes sense. Financial incentives are strong... but I firmly believe an open source alternative is better (from a purely capitalistic point of view, I personally compete against amazon... and the further we move from desktops the harder that is).
So, if someone asks for funding, and has a good background, i'll throw a few bucks towards them.