So, I think we've got Jordan pretty much figured out with my characters. Viola loves him, Evan thinks he's great, and Theo is big brotherly in all ways. I think we also discussed that he and Matias work together at Chapter One!
As for Calliope!
Lucy went to Georgetown for her Masters/PhD and her years would have overlapped with Calliope's! They would have obviously been in different programs (though Lucy gives a hearty thumbs up at Italian Studies, because she loves her people), but they could have still met and been friendly? They might have drifted some with Lucy getting so heavily into her career and sort of focusing on that over most things, but they could reconnect in Dunhaven?
I want Eve to fangirl her, lmao. She mostly does cooking thanks to her job, but she did study pastry arts in culinary school and loves to bake for fun in her spare time. I kind of would love it if she watches her videos and is a little star struck. She'll try to keep her cool.
The Hylands are old Virginia money, so their families could know each other? If so, I mean, Rowena is all about doing one's own thing and not sticking to familial expectations, so there's definite potential for friendliness there.
Those are the connections that come right to mind, but you know my folks. They're friendly sorts.
(Also I might be having a struggle with not thinking about Hatta and I might have already made a journal and picked out a PB so um yeah, I might have a problem.)