For commerce tech, you switch, see what breaks, switch back and adjust for next try. You may have lost some sales. But probably just inconvenienced people.
When doing travel systems, something breaking is likely a lot of deaths.
There was also a lot of resistance to the idea that every aircraft should broadcast its position, heading, etc. because of privacy concerns. And as long as there are holdouts the tower can't rely on the information being available
Look at the railroad development in EU for example. You have to invent a lot of tech (signaling, communication between trains, interoperability with old systems), build a lot of infrastructure, train a lot of people and roll it out at scale with the goal of zero accidents.
It is just impossible to do quickly.