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If I understand correctly then
1) Yes, if you only play one season each year and you upgrade to the new version each year.
2) Assuming there is file space on the domain, that should be enough
3) You can set you own logos, caps, jerseys.
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Commish of the Home Nations Baseball Association
Commish of the Baseball Association League
Commish of the League of WAR
Commish of the On-Line Dynasty League
SIMBL2 - Westbury Cannons
Great Lakes Baseball - Toledo Neptunes
World Baseball - Guantanamo Marines
OMLB - Cincinnati Reds
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