If .web launched in 2000, it might have had a chance, but I can't see how it could be worth $135 million in 2016. I guess I can't imagine the scale of the internet.
Of course ".name" also eventually ended up with Verisign after sales fell short of expectations (I still wish we'd held onto the vanity e-mail service we started out with instead - I wanted to hold on until we'd started charging to see what the conversion rates would be; the company we sold it to ended up achieving conversion rates that made it far more profitable than .name; oh well)