Is this the first time we've learned that he was apparently super nice to her in her first life? This seems super out of place and I can't tell if I'm just forgetting or what, but it's like they almost made a romantic interest out of him before she even went back, but her reaction to him on the second go seemed like she had none of that exposure to him.
@sirflimflam we knew from before that he was kind to her in her past life; that was mentioned a few times, but yes this is the first time we learned this extra info. I don't think it's too out of place, but definitely a bit surprising.
I guess that if you had a ridiculous amount of wealth, you really wouldn't aim for more, because you no longer have to put in the effort to get it, so, under the right circumstances, a hyper wealthy person would be kind to others.