Bet on himself, like he did coming off one bad year and no years?
That's the problem with your argument. It's hindsight. TT signing his extension in 2016 is the antithesis of "betting on himself." That was taking the money and running. You think if he had another year like 2015 or even a better year, he wouldn't have gotten that option picked up instantly? Imagine if TT was a top 12 QB in 2016. He'd be criminally underpaid and have cost himself millions by signing too soon. BUT, your argument is that he wouldn't do that because he believes in himself so much.
It's bananas. It truly is.
See above. Does he believe in himself or does he want money in the bank. It can't be both.