The video clip talked about learning -- what's to learn?
For the sharing of calendars, why is that necessary?
So, my software sends you and three other people e-mail asking for a meeting with all of us somewhere in NYC Midtown next week.
So, each of you sends back some candidate times.
If you have the same software, it grabs the e-mail (say, from some tag in the header lines) and sends back to my e-mail some candidate times. My software answers, and there is a negotiation. If each person invited has the same software, then the software can negotiate, very soon, when all the software agents can be available to negotiate with my software agent, and then the negotiation can go really fast.
Sure, if your software proposes several times and my software won't accept any of those, then someone looking at the e-mail flows could find times when I was busy. A biggie? Maybe not.
Once all the agents are available, they could negotiate how to communicate peer to peer, that is, faster than e-mail, and really extensive negotiations could be done in less than a second. And the peer to peer traffic could be encrypted and, really, not easily available otherwise, that is, relatively secure.
My agent could have my appointments already and know when I will be at a meeting in NJ and consider my travel time to NYC Midtown to know when I could be available at Midtown.
What else to do?
What's wrong with that outline?
Where's the AI or the learning needed?
Yes, there could be some high push for virality and a network effect.
But, then, still, there's no very good barrier to entry. I.e., it's awfully easy to program, and if the scheduling software of some one company wants to schedule only with other copies of their software, then a disrupting company could offer to have open communications and be willing to schedule with other software. Then this little idea would go for nearly a freebie, and no one would make any money.
Ah, but encrypted communications and communicating with other software combine to yield a security problem -- anyone could write fake software that would report the unencrypted data. More generally, does look hackable so that there would be security risks.
Maybe a must-have for some people, but if they are meeting outside their office then there's a lot of travel likely. In that case, maybe use video conferencing.
I don't see much of a business opportunity there.