Understandable, if his timeline is 30 playable days, and he is still adding shit to the game, then he has to sort something out otherwise the main story of the game will never be finished in time.
You could keep one side job as a space filler for some afternoons. I wouldn't get rid of both and I think the teaching one has more potential.
Maybe stop doing shit that doesn't have a direct influence over Sophia as this game is meant to be about her mainly and what she's willing to do for her family. I'd drop all that Sam shit as well, he isn't family, he's the next door neighbours kid. There's more than enough to do with the family members as it is and doesn't need the distraction of Sam.