Interesting indeed. I can play the if and if not game too - if not for two miraculous catches by Giants WRs, Brady would have had 6 SBs now.
(EDITED: AFAIR, Montana should have been intercepted by a Bengals CB in that SB, which would have ended the game, leaving Montana with 3 Sb wins. instead, the defender dropped the ball and Montana eventually threw a TD to win the game for the 9ers.)
Ifs or If nots, case closed.
But let's reopen it again for a moment
Montana played with 12 pro-bowl players (just on offense alone) in his SB winning runs; Brady did so with only 2. Montana played for a genius offensive-minded coach in Walsh (for most of his career), credited as the creator of the WCO; Brady has played his entire career with a defense-minded coach in Belichick, for whom having premier players on Offense was little more than an after-thought for most of Brady's years with the Pats.
For one year, 2007, Brady got to run an O with proper offensive talent (a HOF Wr in Moss) and he went a circus catch short of a perfect season, breaking all sorts of TD, completion, passing and scoring records on the way. The rest of his career, he's had to work with mostly second-rate talent, with the supporting cast changing on a yearly basis.
And all this in the free agency/salary cap era. As much as @King of Kings is trying to somehow spin this as an advantage, he knows very well he's pulling stuff out of places better left untouched
Guess what - scouting, finding the right talent and talent development has always been part of team-building. It's significance went thru the roof, however, in the UFA/cap era, which made putting a talented roster together difficult, keeping it together, even more so.
Yes, Montana played bigger-named QBs in the Sbs but they were also known to be bottlers on the big stage - the Peyton Mannings of their era. It's not by chance that marino never won the SB, while Elway won it only when Shanaghan gave him a great running game to lean on (Terrell Davis), taking the load off his weak shoulders. Both Elway and Marino have been on the losing side of the biggest blow-outs in SB history and Elway didn't have to play montana in order to get his shit pushed in the other two SBs he's lost.
Montana had an excellent 49er defense to lean, while those Dolphins and Broncos teams were very much offense oriented with average Ds (iirc), hence the blow outs. In fact the better, if not best, defense Montana has had to play at the SB was the Bengals D (with Boomer Esiason at QB) and they had ranked 16th (iirc) in the league that year i.e. bottom half of the table. And in that game, a Bengals CB should have intercepted Montana in the redzone to end the game. He dropped the ball, instead.
Brady may not have played the Peyton Mannings of the world in the SB but he had to beat them on way to the SB. The Sbs he won he did so vs teams built and centered around tough defenses with the Sb vs the Seahawks LOB being just the freshest example. Montana never had to play a D of that caliber at the SB.
And again, this was in the UFA/salary cap era, which leveled the playing field for all teams and shrank the gap between teams in the league, hence why blow-outs at the highest stage (the Sb) are very much a thing of the past these days.
Speaking of interesting, here is some food for thought: