Personally, I find these companies dreadful. I tried it just to see and got flustered by the 5th question or so(renters). Typically, I just call a company, choose a coverage amount, and am done in all of 2 minutes.
Wing, or Wing Alpha, is another that attempted this, to do number porting via chatbot texting back and forth. No thanks.
Mostly native, I guess. I would have been 11 or so when I got a computer/internet. 18 when I got a cell phone. But in a lot of ways, perhaps not. I absolutely hate texting as a replacement of a phone call, for example. Texts are fine for a notice, not a conversation. And that's coming from someone who doesn't like talking on the phone.
edit: lately I've been able to sign up for insurance (car/contents) online-only anyway