Just found the following on the Elder Scrolls Wiki, just copied and pasted from there: "Then found out that Galric only had that option when he was standing with his hands on the table, on the right side of the table (right-side as you're in the door of the tent, facing in). When he was walking around, or had his hands on the left side, it wasn't there. One of the more strange bugs I've come across. Not sure if this is common. If a lot of people encounter this, it might be worth adding to the article. Just confirmed this on the Xbox. I had to wait until Galric took his hands off the table before I could "report in". The same thing happened to me, during the part where I was first supposed to report to Galmar. The only way he would let me report in was to talk to him while he was leaning on the right side of the table -- just as explained in this topic. 360 version, by the way. --Bippo Ernesti 16:54, 1 January 2012 (UTC) Same for PS3 version. Returning to Windhelm doesn't work, but waiting for Galmar to get off the map got the quest kickstarted." Seems as though you have to wait for him to be in the right position in order for the "Reporting In" dialogue option to occur. Hope this helps
