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I don't know anything about historical replays ... I am a fictional leaguer myself. However, I'll try to answer your Q1.
The W-L record on the manager history page changes to reflect the record of your team while you are the GM or manager of the team. You do not have to play out games for the record to update. So, while you may be simulating the games, you are tagged with the wins and losses your team accumulates while you are in control of the roster.
There is a lot of hokey stuff that goes on while you are in Commissioner mode. I try to avoid simming in that mode. In fact, it really isn't necessary to remain in Commish mode for long periods of time. In commish mode, you can take over a team and "act as" the GM so you can force trades, edit cash budgets, edit stadia, etc. However, if you want your lineup/rotations/minors decisions to be effective, you have to be hired by the team. Otherwise, the AI will undo all your changes the minute you stop acting as the GM of a team.
I hope it helps. Enjoy your historical replays!
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Shawn
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