"Surely you generate them a character at about the same level as wherever the existing characters have got to? Or at least, at a level that'll fit."
Not necessarily. There's no reason in HQ why a new character has to have comparable abilities to the characters that are already there. It's not like DnD where a low level character can't adventure with higher level ones.
HQ seems quite capable of handling characters with widely differing abilities played by different people and getting stuck into the same contests.
Cheers,
Ash
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