YOU SAID:
I don't know how comfortable I'd be impersonating someone like that
INTO JAPANESE
私はそのような人になりすますことがどれほど快適かわかりません
BACK INTO ENGLISH
I don't know how comfortable it is to impersonate such a person
INTO JAPANESE
そのような人になりすますことがどれほど快適かわかりません
BACK INTO ENGLISH
I don't know how comfortable it is to impersonate such a person
That didn't even make that much sense in English.