Midorima could tell Takao now, he would put his shit aside. It's how that works, then again Midorima knows that since he is putting his shit aside for Takao. He won't get to shut it down, because while he may have his own shit, Takao has never ignored Midorima's and he can tell, this goes to something deeper.

When Midorima is ready, be it today, tomorrow, ten years, he can tell Takao and find the support he needs. If he doesn't the point guard will cause bodily harm because that is the point of having a best friend and the big idiot better not forget that. "I see.." There is that rare but honest serious Takao as he looks at his friend "When you're ready."

Enough said, when he's ready, Takao is here and that has been made clear. It's as good as Takao saying don't worry about my shit, I'm good even when I'm not. Because, in the end, he is and he has Midorima so it is not as if he is on his own. He'll prod later if he has to but he can be patient enough to let Midorima come around to telling him on his own.

"I don't have to wear something weird, do I? I wonder if I could learn some kind of martial arts, I'd be a badass." Slide-in some humor, he leaves the ball in Midorima's hands, he can talk now or he can slide into banter and talk later.