Is it just me but when a developer has its plans changed due to a zoning change they sue over loss of potential profit but allowing Uber pulled the rug out from people that just had bad timing.^^ Highly highly doubtful.
My buddies dad bought an Oakville taxi license right before uber was a thing. Think it was close to 100 grand and had planned to pay it off then sell it to help with retirement. Oops. Pretty sure he still does alright though, Cerb and all the other government handouts helped through pandemic. Enough so to take a vacation back to Turkiye while collecting.
Most of us have had both good luck and bad luck timing. One offsets the other, particularly if you're a fast learner.
As far as cab plate #7, he had a decent run for his money, doing what he wanted to do, but couldn't leave a bundle for his kids. They aren't alone in that boat.
The only things one can bet on is death and getting screwed by the government.