Well, I looked through stuff and couldn't find the final rendition, but found some quality notes. I also honestly can't remember if it was 50 points or 100 points.
What do you say to this:
Regular season win worth 1 point
Post season win worth 10 points
World Series appearance worth 25 bonus points
World Series win worth 50 bonus points
You are spotted 100 points.
First round bye counts as three playoff wins (rlahaan mentioned this in one of the threads and I think it makes more sense than ignoring it).
Over five seasons, bet is 50 dollars.
I am not married to any of that, but we need all the rules and caveats down in written officially in one central place, so chime in with what you want.