Skald, hard. I did all previous content before fighting him, and was level 20 or 21 when I fought him, with 22/22 Jarls (for comparison)
I used Jarls, Soothsayers, Royal Snakes, Battle Maidens, Jotun's.
I used Valkyrie to give more leadership (900) and stomped the spider fast enough to get the achievement.
I think the problem you have is that your troops look very weak. Axe throwers and Berserkers really don't cut it that far into the game. Need some stuff with higher damage and health.
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