It is tough to answer a question which doesn't really define its terms. Specifically, what does it mean to "bottom out"? The Patriots arguably bottomed out in 2000, and the Chiefs did so in 2012. I'd say they've each had some success since then. The answer is also heavily skewed by the fact that those 2 franchises have won 9 of the past 23 Super Bowls (and only 10 total franchises have won one in the past 23 years). So ANY strategy most likely failed to win a Super Bowl but that doesn't mean it was a bad strategy.
Winning a Super Bowl is a very rare thing. It is a small, exclusive club. You can take any of the top 20 positions in the draft, ask "when was the last time draft slot X won a Super Bowl with the team who drafted him?" and the answer will be that it is an incredibly rare event.