Title Recommendations based on Hedwig

Hyakkaou Private Academy is an institution for the privileged with a very peculiar curriculum. You see, when you're the sons and daughters of the wealthiest of the wealthy, it's not athletic prowess or book smarts that keep you ahead. It's reading your opponent, the art of the deal. What better way to hone those skills than with a rigorous curriculum of gambling? At Hyakkaou Private Academy, the winners live like kings, and the losers are put through the wringer. But when Yumeko Jabami enrolls, she's gonna teach these kids what a high roller really looks like!

Satoru Fujinuma is a struggling manga artist who has the ability to turn back time and prevent deaths. When his mother is killed he turns back time to solve the mystery, but ends up back in elementary school, just before the disappearance of his classmate Kayo.