With our chosen strategy of letting him address it himself
Just want to chime in that I am really impressed you are able to control the urge to micromanage this rather than impart the valuable life lesson to your son that he is ultimately in control of and responsible for his own destiny. It sounds likely that something good will be worked out anyway.
Not having raised children myself, I am no expert but I can say my parents were hands off and I believe this helped develop in me a sense of self reliance which has helped me greatly throughout life. Early-retirement.org is about as far as I go seeking assistance
I see so many of my colleagues micromanaging their children's lives. One of them regularly fields 6-7 calls from her teenage son during the schoolday to tell him how to handle everything. The other day, I heard her dispatching her nanny in an Uber to the school with a boxed lunch because he had forgotten his at home. I really don't think he's acquiring the skills to fend for himself.
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