Climbing into The Wayback Machine

Back in 2009, Tgabrielle asked:

There were a couple of extra (and late) comments on my review of "Summit Five" that took me by surprise but I thought might be worth discussing. Say, Illya was put in charge of the recruits and assumed the Cutter role in "Survival School." Perhaps Napoleon has Waverly's job or *gasp* has been killed and Illya is now alone. Would you see him becoming like Cutter? I never imagined Illya in this particular role but would he behave in a similar way? Are they cut from the same cloth?

What say you, cousins? Could Illya replace Cutter? Would he?