The transaction file that comes with OOTP has the real life transactions 1871-1900 already in it, formulated exactly as you have outlined. OOTP simply won't use any transaction pre-1900 since it doesn't come with real 19th century play or teams or schedules. OOTP has been programmed to ignore those transactions. This ignoration may pose a challenge to you when getting OOTP to play your transaction file.
If you do all transactions by hand then no problem, you can do anything you wish by hand. Left or right, it makes no difference.
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It's madness, madness, I tell you! For the love of God, don't do it!
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