So I get up to the part where you are supposed to seek Orderic for work.  Find him, do the convesation options and then ask him for work.  But even after I do the work, the map still shows main quest is to find him.  Furthermore I can't do the work again, assuming that's intentional and there's probably a day long delay before doing it.

So am I missing something?  Something I'm supposed to do after doing work for him?  I tried dueling him but he beats me pretty easily.  Not sure what the next step is unless this is a bug and the map is supposed to point me to do something else.

I'm having the same issue. It seems like I"m supposed to sleep.. but how do I sleep...?

I'm having the same problem.  I can't progress to the next day and I can't collect enough resources to fix the house to sleep there, so I'm basically stuck and can't do anything at all.  In the demo, didn't he used to give you bonus resources so that you'd have the 20 you need to fix the house right after working for him once?  

So, it was reported in the main bug report thread, and it turns out this happens if you talk to the bard before you talk to Orderic.  Basically, you have to start again and go straight to Orderic right after you leave the hotel.  It worked for me.