I agree with Scrubber6620 - Will seems to have 100% confidence in his relationships with his family members and others, regardless of their ages or relationships with him. Where does that come from? Having money? Hanging with others that are also outgoing and confident in their thoughts and actions? He seems to be better at it that they are!
Ah hah! I predict Will will see a sterling opportunity to get Jake on a productive, satisfying track, doing something truly valuable - like running the Foundation! Will has already 'sic'd' Jake on the Foundation Board, so it's a natural transition I see. Will is like the boy with a small model railroad setup, that has frequent derailments. He puts the track back together or adds a section to smooth out a curve. Then he carefully puts the engine and cars back on the track and powers them up to continue their journey, giving the boy the pleasure of helping restore order and progress.
Excellent writing Mr. Arbour! 👍