Using actual results from last year, I just did a comparison of a 229 average bowler vs. a 171 average bowler and a 191 average bowler who all bowled in the same league last year over 108 games each (a 36 week season; decent sample size).
With handicap calculated off of 90% of 220, based on the games bowled, the 171 bowler would have beat the 229 bowler 31.48% of the time and the 191 bowler would have beat the 229 bowler 37.96% of the time.
With that said, is a 37.96% chance of winning real low? To me, real low is not a 1 in 3 chance, it's much lower than that - but like I said earlier in the thread, the higher average bowler is going to win MOST of the time.