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Main files
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Completion of the Main Quests for Skyrim, Dragonborn, and Dawnguard. Two saves - one for each faction from Dawnguard.
Optional files
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Completion of the Main Quests for Skyrim and Dragonborn. One save.
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Saves pertaining to the Dark Brotherhood, allied with the Dawnguard. 19 saves.
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The Dawnguard Main Quest for Skryim SE and various checkpoint quests. Twelve saves.
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The Dawnguard Main Quest for Skryim SE and various checkpoint quests. Twelve saves.
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The Dragonborn Main Quest for Skryim SE and various checkpoint quests. Three saves.
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The Main Quest for Skryim SE completed. One save.
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Completion of the quests for each joinable faction. Currently Thieves/Mages/Companions. Three saves.
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Completion of the quests for each joinable faction. Currently Thieves/Mages/Companions. Three saves.
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No side quests, just the main quests completed for the base game and Dawnguard expansion. 41 saves. 21 from the base game main quest and 12 for Dawnguard's for both the Dawnguard and Volkihar factions (the first few saves of DG are shared).
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Main quest, allied with Imperials (who you leave Helgen with), 21 saves.
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Main quest, allied with Stormcloaks (who you leave Helgen with), 21 saves.
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Exclusively the Thieves Guild questline. 17 saves. One for each primary quest, special jobs, and before and after Under New Management. Side non-radiant quests not started (excluding Litany of Larceny which is completed). Left Helgen with Ralof.