I would date Cha eunwoo even if he was broke
OP should have added this caveat. Shindong with billions and Cha Eunwoo completely broke (we can assume all his earnings went to pay down some random debt or something).
I'd pick Shindong, since my idea of dating is once a week cribbage games with the kid at the local park on a Sunday afternoon. . He showers me with fancy Iphones, I Glasses, and new cars every week in return .