Maybe this warrants a dedicated thread and I may do that and expand on it here, but I'll put it here for now.
For me, I'm trying to figure out how to feel about the series as a whole. Because it's clear this episode is significant to the series as a whole in that it solidifies that Ash will never win anything really important. Everything from the buildup many episodes prior to the episode title to everything surrounding the fight, other trainers and Ash's Pokemon along with the supposed strides Ash made, and you have to wonder if there's really a point to it all if Ash will never win.
For me, I'm someone who cares about the black and white aspect of winning, especially since Ash's ultimate goal is to become a Pokemon master, and every season, his main goal is to win the region's league. The big issue is the Pokeverse is constantly expanding, with every new (not remastered) game, there's a new region with new Pokemon and new mechanics and a new setting. And only being able to carry 6 Pokemon at once complicates things. The main question that has to be asked is how many more new regions will be created? I think everyone here knows and understands that the anime is to promote the games, not the other way around, so as long as the world keeps expanding, you can't build a true foundation for Ash as a character to set himself up and let him truly grow. That's why Ash has been 10 years old for almost 20 years now. However, with Ash firmly planted as the protagonist of the series, there really isn't anything you can do at this point. Maybe that's why some have argued they should make a secondary series, Origins-esque, where you see the protagonist truly grow and succeed in what he does. I feel like it's more of a mistake that Ash hasn't aged at all. I feel like it would be fine if Ash aged one year for each new region he goes to, so he'd be 15 or 16 right about now, but I kinda understand why they didn't. When it comes to this episode, the question you really have to ask is has anything really changed. Have they? Does it feel like Ash is growing and progressing as a character? Do you feel like he has a better chance of succeeding in his ultimate goal now than when the season first started? It's very tough to say. And that's the ultimate problem: It seems like Ash does a full reset when starting each new region. It's why his Pikachu lost to Paul's Snivy back in DP. You have to assume the same will be the case when he goes to Alola.
Will anything truly change? Ever? I think it's more likley we get a whole new Pokemon series, with the goal of the protagonist to actually win and become successful, than seeing Ash start winning things that actually matter. That's just my view though. What has to be asked is if we'll see a Ash-Greninja type of thing with Pikachu? However, it may need to evolve into Raichu for that. And I think there's a better chance of seeing Ash defeat the champion of a region, than seeing Pikachu evolve.
Sorry, i know I'm rambling a bit. I'm actually a bit less salty than I was before now that I analyze things, because I kinda expected it all along and it does kinda make sense. Still pretty sad though. I'm not as hardcore of a fan as many of you guys are, but it still really frustrates me to see the same script over and over again, and with the way the series is structured, I just don't see how they can really change it.