[Radek]

1. Go to the Shurugeon Castle and follow the water channel through the first tower. You will see a way leading into the "forest" on your left between the first and the second towers. The way goes to a small graveyard. That's the place you are searching.

2. He is behind the "cliff" between the Ishad N'Ha area and the Brimloch Roon area. Legitimely, you can reach this area only by passing the Dragon Spire dungeon and following the ledge leading from the top of the mountain (you will occur there in the end) through the "cliff" to its other side. Less legitimely, you can Vanish through the cliff to its other side. Go as close to the "forest" in the cliff as possible, orient yourself "forward and a bit left", and cast Vanish. If you fail then change your orientation a bit. You will be able to return by following the ledge from the opposite side and jumping down on the Ishad N'Ha side.
After getting to the opposite side, follow the way to Brimloch Roon. You will see a pack of raiders plus a jester in a chain mail. The jester is the one you are seeking.