Good points--I would counter with just a few observations.
My thinking is that it would help with retention as it would give players better opportunities to gain victories that they would not otherwise have achieved.
This would then lead to more experience and better gameplay.
With regards to laddering, the club already has some characteristics of a ladder.
Ranks achieved by gaining points.
Win/Loss records can be seen by all.
As for how to rank. Perhaps simple is best.
55-100% wins=A
50-54% wins=B
45-49% wins=C
44% and below=D
Anyone with fewer than 10 games completed, would be ranked as D. This will avoid a player winning their first game to be ranked ahead of their experience.
Highly ranked players will have to step up their game and not prey on the lower ranks.
My dad taught me how to play chess by first removing his queen, then a rook, then a bishop, a knight, and finally a pawn.
If my dad had just wanted to beat me, he could have done so every time, then I would have lost interest and eventually stopped playing. Then I would not have subsequently played wargames or designed these ACW games we play today.
This is similar.
For each level of discrepancy, a 10%-point handicap.
10% would be based on the Major Victory # of points needed for the side chosen.
If 1800 points is needed for a Major, then add 180 points to the final score.
BTW, this I believe would allow players more opportunities during the game and cause the game to play longer.
Again, just thinking out loud.