Honestly, rewatching the first season twenty-five years into knowing what we know now has been real interesting because it's considered "dated" now, but you can see through the cracks a lot of world-building that sadly goes obsolete. Even watching early character interactions are pretty fun because Ash wasn't considered the "Chosen One" at first, he was a total rookie whom people got frustrated at but his determination and learning curve got those same folks to respect him.
I mean ffs Prodessor Oak in the beginning was definitely senile but he's actually dismissive of Ash on top of being a bit senile/flighty. It's almost like he wasn't exactly all that close with him at all--which is why Pokémon 4ever is such a weird concept to have in canon (and it's really not, but apparently all movies are considered canon now like wtf) because his attitude towards Ash doesn't suggest that in the slightest. No way he believed in Ash from the start, he was more on Gary's side until the Orange Islands when he started becoming more buddy-buddy with Ash and therefore more supportive. Though I think he was friends with Delia before then, it's been so long, I need to get further into the rewatch for that confirmation.
Also hearing how the dub sounded in the beginning is intriguing to me, because the VAs haven't gotten comfy yet and James was first played by Ted Lewis until episode eight (probably because he just couldn't quite get a whiny, crying James to sound right so Eric Stuart took over, but as compensation he became Giovanni so all's well that ends well), and Nathan Price had a neat spin to early Meowth that sadly didn't carry over to Maddie Blaustein, but she played him so well that listening to Nathan's performance is almost alien. I wonder why it was Nathan left, exactly.