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You can do the entrance quest into the legion, and if you want to change sides, like join the stormcloaks if you originally joined the imperials or vice-versa, you take the jagged crown from the relevant quest to Ulfric instead, in your case.

Hope this answered your question!

Here's my character! I actually have three so i'll post them seperatly!

Name:Azikhtar Goldenclaw
Race:Khajiit
Class:Nightblade/Deathweaver
Faction(s):Dark Brotherhood,Thieves Guild
Current Level:38
Weapons:Dual Daggers,Bow
Armour Type:Light
Background:A Khajiit originally from Auridon, went ...