TwoDeep3
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He won 2 but really it was like 4 as he was able to have good enough seasons to get a bye twice. To me a bye is the equivalent of a playoff win. So the score would be 4 to 1 then (Romo vs Dak)
I always considered Tony was playing by himself, and with no other offensive player on the field back when the team stunk. So even losing a play-off game was like winning 3 Super bowls.
My opinion is he has like 7 or 8 Super bowl victories now.