lily's payment is always there till act 2 so don't worry bout that , training lily is where you are in act one so that is there until the end and the training lily has made me tired try sleeping in your bed at nighttime
to add on to the sabotage idea why not have it that if Lewis has the ability to hypnotise you can use it on Ackerion as well and afterwards depending on their gender you can, if male turn him into a jester, if female then into a lady-of-the-court but that is just my two cents.
I enjoy this game but I wish that there was more topics that Mia and the PC could talk about maybe a little teasing like for example, if you are in stage four of pet you could start ask if she wants to go for a walkies or for the B.E. route you could ask about how cloth shopping is coming