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Deleboy and Dirael will definitely not be able to defeat Shakk-Karukata (although I did manage it). He is usually defeated by similar heroes, that is, those with skillful defense and a large army, such as Marbas, Karl, Orson, and Airi (of course). There are also other heroes who can defeat him, but you need to be able to properly equip them. He also has natural counter-heroes: Jaleeb, Deirdre, Ossir, and Helmar. You can try to defeat him with chaos-specialized mages like Synitar, Orai, and Ravena, but again, you need to put in a lot of effort and also get lucky, especially with Synitar.
Deleboy... she turned out to be a very unbalanced character, very powerful in attack but very weak in defense. You need to play her very carefully, building your attacks strictly according to a plan, no adventurous attacks. If you attack with, say, the cavalry of the Yarli, and they retaliate, immediately send your entire army to finish them off. To be able to do this, you need to approach with Devils in the first turn, getting them close. Deleboy is strong against mages with low mana, such as Aks, Deirdre (but with difficulty), Razzak, and I don't remember the others (Karl, I think), and Orcs (I remembered Jaleeb:D). She was created to achieve the impossible, that is, to demonstrate tactical knowledge and skill. I don't have replays right now because I'm at work (and, to be honest, she doesn't have that many interesting matchups).
I found one replay: The final tournament, "Hunt for Dwarves": dexterwar (Deirdre) plays against vsev (Deleboy), version 3.0. In this version, Deleboy has a better chance than in 3.1.