Acquired Situational Narcissism: Between having won her past two contests in a row and having the MFP praise and fawn over her in the previous episode, May starts to become arrogant, as shown in her somewhat boastful "advice" to Savannah. Her friends and Drew notice this, with the latter advising her to focus on the future instead of what she's won, and the former trying to calm her down when she brags a bit too much in front of Savannah.
Big Brother Instinct: Ash once again shows this in this episode. Ash is known for blowing up immediately when people yell at him, and May does this to him twice in a row, yet he stays calm and doesn't get into an argument with her. When May loses to Savannah in the Rubello Contest semi-finals, even though she was acting like a total brat before, Ash still goes outside to talk to and comfort her. It likely helps that after the massive scolding May got from the judges for her behavior and see her being truly regretful of it, Ash probably feels that she's been given enough grief.
Both Sides Have a Point: May gets upset with Ash for offering advice to Savannah as she pointed out to him that what they do is different because of his role in collecting gym badges and hers for getting ribbons. After witnessing her lose her battle and get scolded for her behavior then run away in shame, Ash, who understands as he was once like her, goes to comfort May. He told her that she was right about their roles as Trainers are different. However, Ash pointed out to May that they may have different roles as Trainers but caring for Pokémon and bonding with them will always be the same.
Break the Haughty: After a few episodes of letting her inflated ego get the best of her, May finally receives one after she loses to Savannah and her Lairon. This is cemented when Nurse Joy, acting as one of the Contest Judges, gives her a What the Hell, Hero? speech that causes her to see the error of her ways.
After losing the Rubello Contest and hearing Savannah say that she doesn't feel bad about losing because the ribbon she already has always reminded her how hard her Pokémon came through for her, May realized the reason why she won her two ribbons were because her Pokémon came through for her and vowed to not take them for granted ever again.
In this particular episode, Ash is shown taking steps toward learning how to remain calm and level-headed, both in and out of Pokémon battles. Despite May's hot-headed and arrogant behavior, Ash manages to avoid getting into a nasty argument with her. Moreover, he even comforts her after she loses and gets harshly scolded for her behavior. Ash is calm enough to point out to May that while they may have different roles as trainers, what they do with their Pokémon and the bond they share will always be the same.
Disappointed in You: Everyone, including May herself, expresses disappointment in May for taking her wins for granted instead of tending to her Pokémon's health, which should always be her top priority.
Double-Meaning Title: As the name of the episode suggests, May loses the contest after Savannah defeats her in the second round. However, it applies to Savannah as well, since she loses to Drew in the final battle.
Fangirl: Continuing from the previous episode, the MFP acts as cheerleaders in the stands; they naturally root for Savannah, who's a member of their group, but they also cheer on Drew and May.
Graceful Loser: Unsurprisingly, Savannah is this when she and Lairon lose to Drew and Masquerain in the final battle of the contest, thanking Lairon for its hard work. Drew, for his part, is shown to be a graceful winner, as, to her appreciation, he comes over and politely thanks her for the great battle.
Subverted at first for May, as she quickly protests against the judges’ ruling, claiming that she’s not done fighting, earning her a MASSIVE What the Hell, Hero? from the judges for caring more about winning then about her Pokémon’s health. After having her Jerkass Realization and talking to the others, she plays this straight.
Jerkass Realization: May has this moment after the judges calls her out for not showing any concern for Bulbasaur and for letting the contest go to her head.
My God, What Have I Done?: After losing the contest and getting scolded for her behavior, May realized that she pushed her Bulbasaur too much and sincerely apologizes to her.
Pet the Dog: At the end of their battle, Drew does thank Savannah for giving him a good match.
What the Hell, Hero?: Nurse Joy and the other judges hit May hard as she tells her that she is showing no care for her Bulbasaur, which gets her to realize her actions.
Nurse Joy: Where's your concern for your Pokémon's health, May?
Judge #1: THAT is a Coordinator's number one priority, not winning.
Judge #2: By now, you should know that.
You Remind Me of X: A downplayed example. Though it isn't directly stated, given how May acts really arrogant with her win streak and glorifies the two ribbons she has won so far, people who pay attention may be reminded of the same thing happening to Ash back in his Indigo League days when he was starting out. This is probably why Ash is surprisingly calm with May even after she starts yelling at him, as her current behavior in this episode probably reminded him of himself back in his earlier days as a trainer.
