What do you mean? Like meet him or simply interact? If it's meeting him ,he's the cocky guard Gunnar is his name. If it is interacting you have a random chance of doing so by resting at the track to Bareshade, you can talk to him at the river's bank and you can also talk at Torben's house after doing the more homes improvement doing bareshade's expansion. Also you can interact with him while whoring at Harold's during specific days.