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Redwhait HP, do you mean pumping Cuthberts with all your might? oh dear. All means are subject to victory, maybe even a diplomat can roll trash and joyns on 13, but should you really count on that??
And a diplomat is not a victory, especially on an XL map, I can tell you that for sure.
Explain why. IMHO that's only if the skill difference is about 5 levels and the diplomat has bad luck. Or an early Cloak of the Undead King, of course.