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141 bytes added, 14:30, 1 June 2018
[[File:Drew and May.png|thumb|left|220px|Drew and May]]
He appeared again in ''[[AG050|Pros and Con Artists]]'', where he had a battle with {{Ash}}. Using his Roselia, he was able to defeat [[Ash's Taillow]], despite being at a disadvantage. It was revealed in this episode that he had already won three [[Ribbon]]s. In ''[[AG051|Come What May!]]'', he competed in the {{to|Fallarbor}} Contest; however, he lost to {{ho|Grace}} and her {{p|Medicham}}. Following theMay's Contestvictory, Drew congratulated the winner, May,her by giving her a rose. This gesture was repeated in many other episodes.
His next appearance was in ''[[AG061|Disaster of Disguise]]'', where he had a battle with [[Timmy Grimm|The Phantom]] and lost. He was planning to compete in the {{to|Verdanturf}} Contest, but after his Roselia got injured in a battle with The Phantom's {{p|Dusclops}}, he thought it would not be good enough to battle and decided not to participate. He was seen in the audience of the Contest in ''[[AG062|Disguise Da Limit]]''.
In ''[[AG077|A Fan with a Plan]]'', Drew was revealed to own a {{p|Masquerain}}. He was seen practicing with it, and, in the following episode, he used it to defeat [[Savannah]]'s {{p|Lairon}} in the finals of the [[Rank (Contest)|R1]] [[Rubello Town]] Pokémon Contest. This victory gave Drew his fourth Ribbon.
Drew appeared again in ''[[AG113|Who, What, When, Where, Wynaut?]]'', where it was revealed that he had obtained his fifth Ribbon. When May showed him her four Ribbons, he told her that there was only one more Pokémon Contest to be held before the [[Grand Festival]], and criticized her for relying on luck and for not having strategies. May then challenged him to a battle, which was interrupted by Team Rocket's attempt to steal {{AP|Pikachu}}. Accidentally, Drew was pulled into Team Rocket's submarine along with the rest of the {{ashfr|the group}}. When the submarine exploded, the entire group was blasted into the air. They fell in the {{gdis|Mirage Island|III}}, where they met a group of {{p|Wynaut}}.
Drew entered the [[Hoenn Grand Festival]] in ''[[AG121|Hi Ho Silver Wind!]]'', where he sent out his Roselia to perform in the first Appeals Round. He received an excellent score that allowed him to pass to the second stage. In the following episode, he used his Masquerain for the second Appeals Round, and the performance given by the {{pkmn|category|Eyeball Pokémon}} put him in the Battle Round. In ''[[AG123|Rhapsody in Drew]]'', he faced May in the quarterfinals of the competition. Using his Roselia and {{p|Flygon}}, he was able to defeat May, who was using her {{TP|May|Combusken}} and {{TP|May|Skitty}}. He made it all the way to the finals, butwhere losthe tobattled against Robert, whofor alsothe beattitle himof [[Top Coordinator]]. However, just like in the Slateport Contest, Drew ended up losing to him.
[[File:Drew winning.png|thumb|220px|Drew celebrating a victory]]
Afterwards, he decided to go to [[Kanto]] to compete in Pokémon Contests there. In ''[[AG139|On Cloud Arcanine]]'', he was seen trying to {{pkmn2|caught|catch}} an {{p|Arcanine}}. He gave up capturingcatching the Pokémon when he discovered that it had a litter of {{p|Growlithe}} puppies to take care of. It was also revealed in this episode that he had obtained his first Kanto Ribbon.
In ''[[AG162|Spontaneous Combusken!]]'', when May said she was ready to defeat him in the [[Chrysanthemum Island{{isl|Chrysanthemum]]}} Contest, Drew revealed that he wasn't going to compete because he had participated in several Pokémon Contests lately and his Pokémon were exhausted and in need of some rest and relaxation.
He appeared again in ''[[AG174|New Plot, Odd Lot!]]'' and ''[[AG175|Going for Choke!]]'', where he watched May competing for her fifth and final Ribbon in the [[Mulberry City]] Pokémon Contest. He also helped Ash to frustrate [[Harley]]'s plans of sabotaging May.
Drew reappeared to compete in the [[Kanto Grand Festival]] in ''[[AG180|May, We Harley Drew'd Ya!]]'', where he was reunited with his old friend and [[rival]] [[Solidad]], who had defeated him in his very first Pokémon Contest a long time ago. He managed to pass the Appeals Round and quickly reached the quarterfinals, where he found himself against May once again. He fought a hard battle, but his Flygon and {{p|Absol}} ended up being defeated by May's Combusken and {{TP|May|Squirtle}}.
In ''[[AG187|The Unbeatable Lightness of Seeing!]]'', after finding May feeling down, he decided to have a Contest Battle with her to cheer her up. At the end of the episode, he revealed that he would be traveling to the [[Johto]] [[region]] to participate in Pokémon Contests there.
He made cameo appearances with Harley and Solidad in ''[[DP077|Staging a Heroes' Welcome!]]'' and ''[[DP079|Strategy with a Smile!]]'', where they were all watchingwatched May on [[Television|TV]] performingcompeting in the [[Wallace Cup]].