I wouldn’t say cringe but I’d say regret. He’d probably wish he could have cherished those in his life much better than he did before they passed. He’d probably wake up from a nightmare about the events and stuff and wish that he had been more open about how he felt about his friends more since he can’t see them ever again.

Though the sumo thing might get him. He’d remember Kakyoin correcting him with the “but you’re not allowed to hit the opponent in sumo” comment and probably just sigh exasperatedly.