I don’t know if we will ever make it to or win a SB with Dak. Statistically we probably won’t, just because most teams with quality QB play won’t make the SB in any given year and Dak has only 5ish years left in his prime, based on historical trends. So the odds are just against it happening.
What I do know is that everyone wants Tom Brady or Patrick Mahomes. But unless your franchise has generational fortune, you wil be trying to win with a QB much closer to Dak than those guys. And the odds of finding someone better, especially in the near future, are miniscule. Much lower than the odds of a team with Prescott making the SB.
The bottom line is the odds are always against you winning a title. Your odds approach zero below a certain level of QB play. When you find that level of play, consistently across time, you should try to win with that until you can’t anymore. Not paying market rate for quality QB play, largely out of spite and hatred, while hoping fortune lands you a better QB is a very poor strategy.