I imagine there'd be a lot of problems with that:
- What if one of the previous WS reps doesn't re-up for the following season?
- I've never made a WS. But if I did, I wouldn't want to have to choose the bench the following season. I'm a part-time student with a full-time job and a girlfriend. I don't necessarily have the time to do the research required to make a fair assessment (comparing all relevant stats, by position, both offensive and defensive, etc...).
- You'd have owners that felt slighted one season, if they make the WS, deliberately leaving deserving players out the next season for revenge.
- You could have owners putting their own older, undeserving players in to beef up that player's Hall of Fame resume.
- Not to mention, Customer Support would be getting flooded with tickets by people claiming bias just because their guys didn't make the cut.
Since All-Star selections are a factor in a player's Hall of Fame candidacy, I just don't think that decision should be left in the hands of just two (out of 32) owners every season.