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I wish I could help with the containers but I'm a PC guy, so Macs are Greek to me.
Check something for me, and this is important for the "not enough players issue", tell me if the amateur draft is turned on or if you are having rookies assigned to their historical team. If the latter, all the new players go to the 16 AL/NL teams and the only free agents you are seeing are those released naturally AND the NeL rookie players that have no historical AL/NL team and are coded to come in as free agents and not to the four additional NeL mod teams. I'd turn on the amateur draft (if not on) so the NeL teams can be competitive.
As to when people debut in the mod, go to the OOTP Main Screen, hit "Settings", on the pop-up go to the Troubleshooting tab. Look for a button that says to the effect of, Open files with customizable data, Open the documents folder and get the mod manual as a pdf. Open it and turn toward the back. There should be a list of names sorted by debut date so you can see who appears when.
BTW: That's a heck of Yankees team!
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