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He can show up many times on one instance, you need just spend a lot of time to get him.

From quest near starting location. You can talk with GM about that situation and he can give you boots if you delete them

For The Insidious General try talk with guard near Ardashir Fort or with NPC near barricade

Chosaine:

Treasure Chest - 705, 1472

Northern Grassland:

Treasure Chest - 124, 745
Treasure Chest - 277, 677
Treasure Chest - 957, 372
Treasure Chest - 1397, 440

May be #10, may be I just wrong, but I sure about location, not about number

Fields of the Dead #4 first camp with vanirs jewelry box (locked). Thrudnir the Mighty, Vanir. Fields of the Dead, 430, 390. Holds key
Fields of the Dead #9 treasure chest 559, 184
Atzel's #1...

GM help him with achivement

Dungeons - Cimmeria - Challenge - The Memories of Atlantis. Counts House of Crom bosses in Hard Mode, 7 bosses total

Paladin:

4. Martyr of Votantha (Xibaluki)

Hellwalker:

5. Warlord Repadis (Xibaluki)
6. Master Gaoler Norach (Xibaluki)
7. Acheronian Reaper (Xibaluki)
8. Balko (Xibaluki)