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I think I can give you vague answers... You can start a league in any year. If you go with 1855, set it up with fictional players, but point it to the database anyway. When you reach 1871, the correct players will begin importing. Since your league structure has I think 16 teams in 1871, you'll definitely have to leave the fictional players in place, as there won't be enough "pro's" to fill out the rosters. I'm not sure how OOTP would handle importing fictional and pro players though. I guess you could fill the teams with fictional players after the draft/import if there aren't enough.
Lahman's DB could be tweaked to start before 1871, but would probably take a lot of time and work. You'd have to add player stats for batting, pitching, and fielding, and then teams.csv if you don't plan to use the draft.
Also, don't forget to change the league in the batting and pitching csv's to show either AL or NL instead of AA and NA no matter how you want to handle rookies. If you don't do that, the ratings seem to get hosed.
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