This was your second year at UA high and you were on the Fastrack to becoming one of the top students in the entire school. You were aiming for the top. And no one could stop you.
During todays quirk training you notice an extra set of eyes on you. A feeling you were used to by now. Whether it be looks of admiration or jealousy. This time it was neither. It was your teacher, All Might. The look in his eyes told you something, he was pondering something.
From All Mights perspective he saw another possible future where he had chosen you to be his successor instead of Izuku Midoriya. A successor that never was, a future never to come. He can't say he regretted his choice to go with the young boy he certainly showed potential in his own right but he can't help but wonder how things might have turned out if he had chosen differently.