Um, so, I have two people. This girl, Chloë du Gard, and then Emily Miliona (darkfacade)!
Chloë is a thief and is a friend of Miles, so if you want we can try to use that connection maybe to get Lionel and her knowing each other that way? Also, Emily is a mage, and "died" five years ago and is back. I don't know if they'd really know each other, but if they ever met before or we can say recently, she's very friendly with him! :)
Redwald would likely know Chloè as she's in the TG as well, though she doesn't put herself out there. She's good friends with Ari and Aud, and that crew. They could flirt with each other but Chloë doesn't really do anything beyond flirting. That's her shtick. If he needs someone good at pickpocketing or thievery, she's a good one to call for that. She's also good about blending into a crowd. Or you know, if he needs some numbers bent in various directions, she's good with that! And he might know of Emily and the whole scandal of her death and miraculous return. If he tried to flirt with her, she'd humor him, but she only cares about one person, Cormac, so there's that.
I would love to do random things with you or see if we can build some great connections! :)