It's not just Skald but also the Jarl who replaces him at Dawnstar if you do the Imperial line. I have three stuck in my quest log now, 1 for Skald (old Jarl of Dawnstar) and 2 for Brina (new Jarl of Dawnstar).
It is a well known and often reported bug.
I have this bug with Skald now too. Is there any chance that this bug is preventing the Jarl of Falkreath from allowing me to advance with him? He just gives me his two lines (inexperience causing problems? and how long have you been Jarl?).
I'm trying to ignore it and just go complete other parts of my huge laundry list of quests to do but I really wanted to become thane of all the holds. I still had Falkreath, Riften and Windhelm to finish.