Harold Hobbs was born in Dendemille Town in the Kalos region. Seemingly coming from a well-off family, the young man started his trainer journey when he was 14 years old with his first Pokémon, an Happiny. Harold proved to be an above average trainer who was filled with determination to become a Pokémon master in his own region and after a year he had collected all the badges to challenge the Elite Four with his then current team. While he proved to be no pushover early on, he failed to defeat the third member of the Elite Four all those years ago with his claim at becoming a champion in shambles.
Still, while some might give up on the dream entirely and others giving it another shot when they have become stronger, Harold chose a middle ground of sorts. Instead of attempting to become a champion, Harold devoted the better part of his life in traveling the different parts of the globe and become a better trainer and person for its own sake and not for any kind of title. He still participated in gym battles and smaller tournaments with still winning quite some of them over his long years, yet he had lost the drive he had in his youth to collect enough badges in any region to make a genuine challenge to the Elite Four. He focused more on strengthening the bond with his Pokémon and the people on his journey than fame and glory, and he had done so happily looking back on his life.
When he reached his fifties, the traveling became too cumbersome for Harold to keep up, so he decided to settle down in the Eden Region finding it one of the most beautiful places during his travels with a comfortable climate as well. The old man settled down at the very edge of Wisteria Town where he restored a sizeable neglected cottage next to a small body of water. The old man has become a decently known figure over the last twenty years because of his many stories from his past as well as offering guidance to both experienced and inexperienced trainers. More often than not he offers trainers from other regions or towns a place to stay in a shared sleeping quarter and basic meals when they require them, and if they don’t abuse his hospitality.
When Harold retired there was a drastic change in his lifestyle so he decided that remaining his Pokemon had the choice to stay with him, be free in the wild or changed trainers who still actively battled at a high level. He parted on good terms with all of them save his Blissey (named Izzy) and her offspring named Lizzie, who was a Chansey at the time. Most of the others found a home with friends of Harold who were younger and active trainers, some of them even proudly becoming Gym Pokemon in far of regions. Unfortunately, Izzy passed away a few years after Harold settled on the island from old age, leaving Harold alone with Lizzie. To provide both more companionship for Lizzie and himself, Harold set out to capture Pokemon in the region and offer a home to them while also feeling a sense of nostalgia for his earlier years. The old man even started battling again on top of teaching others the basics. The experience and tactics of an old trainer seem to make him a decent opponent despite the shorter training of his Pokemon and a battle with him is at times regarded by local youths as a right of passage to prove one's mettle.