Heya! Stumbled across the interest check and wound up here! Thought I'd throw my hat in the ring as well- I love the idea of a Sinnoh Gym Challenge and wanted to make a character for it. :D Let me know if I can change anything about him. 

[hider=Oreo, creator of "Weird Sinnoh"]
[center][img]https://i.pinimg.com/564x/11/73/07/11730746e56f61639d818d5e5dc0deed.jpg[/img]
[color=#DEB887][i]”You don’t know what’s out there. You haven’t seen what I have.”[/i][/color][/center]
[hr]
[color=#DEB887][b]Name:[/b][/color] 
Oriole Aquilo
[color=#DEB887][b]Nicknames:[/b][/color] 
Oreo
[color=#DEB887][b]Age[/b][/color]: 
16
[color=#DEB887][b]Gender:[/b][/color] 
Male
[color=#DEB887][b]Origin:[/b][/color] 
Canalave City
[color=#DEB887][b]Appearance:[/b][/color] 
With his body toned from years of hiking, sailing, and climbing during his parents’ research excursions, Oreo definitely resembles an agile alpinist rather than a researcher or a newbie trainer (both of which are far more accurate titles). Dark, brooding eyebrows dominate his glares, and he often messily ties up faded white hair. He stands at 5 “9 and clocks in at about 160 pounds. 
[color=#DEB887][b]Personality:[/b][/color] 
Particularly eccentric youth and general xenophiles might be familiar with Oreo’s podcast, “Weird Sinnoh,” in which he rambles for hours about ancient ruins, mythological pokemon sightings, and whether or not Jynx have feet. As the only son of travelling researchers, Oreo knows many odd facts and theories on Sinnoh and the pokemon that live there. When he’s not travelling with his parents, he can be found combing the Canalave Library’s Archives or subduing wild pokemon to take samples. 

It takes a certain kind of one-track mindedness to create a podcast on the strange and sinister when they’re thirteen years old- and another kind of determination to actually maintain and meticulously care for a personal brand. Luckily, Oreo was both, and loved it. As his podcast burst in popularity, he had regular Q&A’s with viewers, debates with other content creators, and even a few product placement sponsorships to help support his mission. 

Oreo’s entire life is built around his single goal, and he’s willing to do anything and everything to meet it. 
[color=#DEB887][b]Short Biography:[/b][/color]
Fans of his podcasts will note Oreo’s scatter-minded nature and, more prominently, his hatred of dragon pokemon. A self-declared drago-phobe, any longtime listener would know that the podcaster has hated any and all dragon pokemon since the Mystery Giant sighting. A few years back, ferry passengers mere miles from Canalave harbor faced death, or near death, when a giant, unidentified creature rose from the depths of the sea and caused the ship to capsize. 

Though the incident would later be chalked up to mass hysteria, Oreo’s parents, esteemed researchers onboard the ferry, published an official statement on the incident, citing a yet-unidentified dragon pokemon as the culprit- and got their credentials revoked. 

They eventually began to work at the library full time and gradually moved on with their lives- but scarred by the public humiliation of his family and the trauma of almost drowning, Oreo did not. 

He delved fully into his research, scouring texts ancient and modern, local and foreign, looking for something- anything, that would help him prove the existence of the mystery dragon. He never fully sleeps without dreaming of that stormy night, those glowing eyes, or the terrible, sulfuric stench. The officials called it “mass hysteria”, his parents called it a “mystery pokemon”, but Oreo couldn’t begin to put what he saw that night into words. 

His obsession encroached onto every aspect of his life- everything became part of his hunt for the truth. 

As an independent researcher, Oreo trained a few pokemon to fight off the wild ones he’d encounter on the field, sometimes uploading battle videos onto his website. This got the attention of a new type of fan, since a lifetime’s worth of study translated rather nicely into pokemon battles. But, he insisted to some very persistent fans, he was no trainer- he was a pioneer! And the sea monster was his great frontier to be blazed! His pokemon weren’t trained for sport, they were to fend off beasts of the wild- and to one day slay the greatest beast of all. 

But eventually his show got the attention of some esteemed trainers, ones who helped run the Annual Gym Challenge. Ones that probably thought he could help them tap into a wholly different demographic than the usual sports fans. Although initially reluctant, seeing as how chasing after legends and myths doesn’t pay the bills, and an ocean expedition would cost money. And if he happened across the creature on his journey across Sinnoh? Well, he wouldn’t fail to get it on tape. 
[color=#DEB887][b]Pokemon:[/b][/color]

[hider=Pokemon #1][center]
[img]http://play.pokemonshowdown.com/sprites/ani/snubbull.gif[/img]
[/center]
[b]Name:[/b] Floppy
[b]Species:[/b] Snubbull
[b]Gender:[/b] Male
[b]Ability:[/b] Intimidate
[b]Personality:[/b] Strangely aggressive, even for a member of its species. Desperate for affection. 
[b]Move Set:[/b]
-Ice Fang
-Bite
-Scary Face
 [/hider]
[color=#DEB887][b]Summary:[/b][/color] Drago-phobe researcher and internet personality with a massive vendetta. 
[color=#DEB887][b]Other:[/b][/color] Nothing yet.  
[/hider]

I guess this is the closest we'll get to a Sinnoh remake, eh? ouo