When I book a flight ticket, I go to the airline directly, which is true for more or less all people I know. For me this will typically be KLM, AirFrance, or SAS. These companies are Dutch, French, and Swedish.
There are no "500 silicon valley engineers" between me and them.
The world is bigger than your little world. I didn't even know what Expedia was until I looked it up.
Computers can help bring down costs. Competition can help force companies to pass on those savings.
(Though even in the absence of competition, there is some incentive to lower prices in order to increase volume. But it's much weaker. See eg https://en.wikipedia.org/wiki/Monopoly_profit)
That's where the consumer surplus and company profit come from.
Second: freeing up the work of 99,500 people would be awesome! You know that nearly everyone used to be a farmer back in the day? Surprisingly, the world today is not made up of 70%+ unemployed farmers?
What is moral and also efficient and kind is not standing in the way of him finding another occupation - to remove all regulation that hinders someone from providing value
Sorry but what? Before the internet you went to a travel agent. Now you go to... expedia (a travel agent). The only difference between then and now is your human travel agent has been replaced by an algorithm designed to efficiently fleece you.
This isn't disintermediation. There is intermediation of 500 silicon valley engineers between you and your flight instead of 1 local travel agent.
Naturally this is A16Z's business model, go from a state where 100,000 travel agents are getting $50,000 a year for sales and move to a state where their start up is making $5Bn a year capturing that same value.
What's bizarre though, is A16Z trying to explain to you that actually that $5Bn they're trying to capture actually doesn't exist. Expedia isn't a middle man making money, no according to A16Z there's no longer a middle man. Pay no attention to the $20Bn market cap.