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