Yep, the abrupt ending of this Scooter/Hillary storyline has me thinking that perhaps this is where the Bosses' collective foot was put down, stop this NOW! For all we know there could have been a rewrite/refilming, and if there were further scenes, they were deleted. ???
As to Wyatt's boss......yes, it could easily be Theo as well. He could have been upset that Ciara & Claire were at odds, so it seemed to him, felt bad for his friend, so set this up, but is uncomfortable seeing the results of his interference in Ciara's life, especially as he would know it is all an act on Wyatt's part, even if Ciara finally seems to be enjoying herself.
(The abrupt end of Scooter & Hillary & lame excuse for it, sort of reminds me of when a lot of major characters were killed in gruesome manners, and back then, the collective foot was put down, bring them back, don't care how unbelievable, just do it...and we had Melaswen, but the head writer WAS also fired back then. )