I searched the House of the Broken Shield, the market and the candlelight fireplace. I haven’t seen him once. This is for the scouts-many-swamps miscellaneous quest Answer 3 The easiest place I found was in Candlehearth Hall. He goes there around 4 p.m. and takes a walk. He sits at the bar and stays there around 8 p.m., until he leaves for the night around midnight. Source(s): UESP wikiAnswer 2House Of Clan Shatter-shieldAnswer 4I have the exact same problem. I used the shout in the house to see how many people there were and there are only two people his wife and daughter. You can find it in the Shatter-Shield clan house.
Good luck!