Because of my age (born in '96), and the fact that I have no children of my own, I can't really comment on my experience(s) in 'passing Young Indy to the next generation', as I am in a way, the generation that is just seeing it for the first time (though, as evidenced in your thread, there are still people younger than me who are seeing it too, which is awesome).
I have to say I am fascinated with your 'experiment'. Like most, I was also introduced to Harrison's Indy first! I was aware of the TV show growing up, and even got to see a couple of episodes that my older cousin had on on VHS tapes (the re-branded "The Complete/The Adventures of Young Indiana Jones" from 1999). Unfortunately though, at the time, I wasn't crazy about it since I wasn't mature enough to appreciate it. "Where were the collapsing temples?", I would ask, "Where's the lost relics, the booby traps, the melting faces, the evil Nazis, etc."? Because it seldom resembled the Indiana Jones I knew, I largely disregarded and ignored it for a long time.
Come late 2012/early 2013, the hype for Kingdom of the Crystal Skull had dwindled, and I had been craving another Indy binge! With little hope for an Indy 5 at the time, I decided to give Young Indy another shot. Wow! Am I ever glad I did! Now, it might just be my favorite TV Show of all time! I've since re watched the entire series twice! Watching it as a late teen/young adult may have helped me to connect with it more (especially with the SPF episodes). At the time I was having my own disillusions with life and seeing Young Indy go through similar trials helped the show resonate with me.
I'm sorry to say that I've never been particularly fond of the Corey Carrier episodes. I agree with the popular consensus that those episodes are largely "slow and 'lecturish'" (except for Travels with Father
which is actually one of my favorite in the whole series). The fact that you're seven year old child is enjoying them right now, has me floored! He must have a really good attention span to be able to sit through them with such ease! That really speaks volumes, as its an effort for me at my age to get through them!
I'm running my mouth off here, so I'll finish up: I admire the approach you are taking to introducing Indiana Jones, the character to you're son. It's a unique way, I think, to grow up with the series and to witness it change and evolve. And, I hope he enjoys watching that process unfold before him! But seriously, if you haven't yet introduced him to the film series, then what the hell is wrong with you and you're parenting??? (Lol, just kidding!)