Kanjuro will also be a very good actor then, it's not just one times he's making funny face. Just this week, when scabbards found out Hiyori is alive, just like other scabbards, Kanjuro can make a face of crying happily... This is maybe not coincidence afterall, same chapter scabbards (including Kanjuro) found out that Hiyori is alive, at end of chapter Orochi also received that info. With several days timeskip it may help Kanjuro to find an alone time to call Orochi too.
Powerlevel wise, what if he only faked that he can only draw badly? Who knows, just like he can be a good actor, he can actually draw so good and can summon powerful monsters? The awful drawing he has shown so far is probably just part of his acting too.