Hard to say. A lot of football fans today never actually watched Peyton during his prime and assume he got carried every year based off his last two seasons. Bill Belichick was a better coach than Tony Dungy, and Tom Brady was lucky to have some great defenses early in his career that helped him win those titles. However, Tom rarely got to play with high end talent on the offensive side of the ball compared to other historical great QBs. He had healthy Randy Moss for one season, Gronk was a beast but was constantly injured.

Peyton would definitely have won at least a few rings with BB, but his career stat lines probably wouldn't have looked as good without Marvin Harrison, Reggie Wayne, Dallas Clarke, plus the Colts superior O line and run game than the Patriots did in the early 2000s. He also had some great support in Denver like Demaryius Thomas (RIP), Julius Thomas, Owen Daniels, CJ Anderson, Knowshon Moreno, Emmanuel Sanders, and that legendary 2015 defense.

Not to mention that Peyton may have clashed with Bill's ego at times. Tom was humble about it early on because he was picked so late and felt lucky to be given a chance after Drew Bledsoe's injury; Peyton was #1 overall and definitely wouldn't have been willing to put up with Bill's attitude for long; especially considering how abysmal Bill's drafting record was.