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Flying is special. I'm all for it. Club flying can be great, check into the options in your area, if you find an active one with a large enough membership the rewards on the social side will be great for you and your son. Also they'll tend to have better maintained aircraft if they have solid $$ base. in my opinion.
I'm on my 4th aircraft, the 5th will be my last most likely and I'm thinking about sharing that one, as I only fly for fun so I'll share it with my airport friends. I quit rationalizing the costs long ago as I do 98% of my own maintenance, and fortunately all of my airplanes have appreciated in value so I'm only out my time and money I'd have spent on something else anyhow.
If you can share the flying experiences with your son it's priceless - it'll last a lifetime.
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