Considering I'm set the schedule at 41 games, on a 2-week span, you shouldn't have more than, 3-5 games in a 2-week span of the in-game season. We can agree to a time frame, perhaps, 5 days, and give everyone in there about 5 days to play those games. Each game runs about 20 minutes, so at worst, you've got less than 2 hours of games to fit in a 5 day schedule. I think it shouldn't be as hard as many think to get this in. But we'll play it by ear.
Also, if you can't play some games, you have the ability to key up the computer AI of your team to play in a pretty exact manner.