Just to make a side comment, being paid to do something doesn't degrade the mind. However, there is an argument that doing something for money can tarnish the final product. If I want to sell my artwork, whatever it is, I have to make it sellable, I have to make it attractive to the largest number of people or I have to make it for a particular patron who will dictate terms to me. The great creators had time to create and study, but that also somewhat ignores the fact that many great artists and creators were fairly unappreciated in their times. Socrates was wealthy and had a family that he, presumably, supported with vast wealth he had independantly, given that he also served as a soldier and had purchased his own hoplite armor and weaponry there is something to be said for him being wealthy from the get-go.
To the main topic, I think the question of whether it will last or not has a lot to do with how much both characters grow as well as how much the rest of the cast finds out. Sven knows some of this, for example, but the more...acidic members of the cast do not know of Wills situation. Faye could have a field day with this as could Dora, and there is also the point that Sven seemed to have a certain amount of scorn for Will as seen in some of their other exchanges.