I've seen enough Chinese Zodiac twists to know that the boss is actually 10 years younger than her. He just looks really, really old for his age.
@darekpawlo The comedy in the oneshot was how the coworker suspects him of being a Yakuza while the protagonist is oblivious to all of those hints. You can see some of that here.
I wonder if the Yakuza hints will be red herrings (not a Yakuza) , played straight (totally a Yakuza), double-triple-subverted (i.e. ex-Yakuza, or plays one on TV).