Maya is actually owned by Bethanie and works in the Merry Men (a bar in a less than awesome place in town) so if they know of one another it would have to be from their mutual time in one of the halfway houses.
Thomas is a bit of a quick wit bad temper sort, so if they run into one another hopefully they get along! He can be a bit much to take.
As for Ladera I think she would adore spending time with him and listening to the piano. She's very easy to get along, but since she's an empath she also has the potential to lash out.
Nicholas and Desi have a long ongoing business relationship that is less than legal. Outside of that, Nicholas is from an old family so if you wanted to have his father be aware of Dietre's situation he may have been able to use his influence to get him into a better home.