The idea of Aizawa helping Shinsou train ist cool and all but consider this
Shinsous quirk ist tied to his voice. Now, who is a pro that fights with his voice? THATS RIGHT, best girl, PRESENT MIC.
Im not saying that Aizawa wouldnt help Shinsou at all, its just that Shinsous quirk relies on him communicating with his target and Aizawa isnt the most vocal person. While Aizawa would help with martial arts and other physical stuff, Mic would help him train with his quirk: theyd do voice exercises and mic could teach him how to get a conversation going so he can subtly sneak a question in.
season 1: midoriya is reaching out to the number one hero and his idol as he stands far behind from the shining all might season 3: midoriya looking ahead and stands close in front of his mentor, all might