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It depends on the game. I know I've played quite a number of different baseball sims since the mid-1980s, and many used the end of season rosters. I never really played APBA baseball, but I know some of their other sports sims provided "split" players so there would be one player entry with one set of stats for his first team, and then another for his second team. But that didn't work for online leagues, so people created custom files that combined multiple versions of a player into one.
Anyway, there are different methods to going about it, but end of season rosters seemed to be the norm with most games I've played.
Some of this points to the potential for OOTP to be divided into two versions. One could be a fictional career style sim, which could also do historical career-style games. That's what it is now. The other version could be a historical replay engine that would take a more season-by-season approach and serve as a more traditional replay sim like Strat or Diamond Mind. The big difference for OOTP could be that it uses the Lahman database and allows the user to configure league rules, league totals, etc. So in that way it could do many things that those other sims can't achieve.
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