4-9 Jack arrives and meets a whole bunch of strange people... [New Bark Town - Route 29]
4-12 Jack finally treks on over to Cherrygrove City, where he discovers the wonders of being visible to large numbers of people at once! No captures along Route 29, but despite both Jack and Phil (who gains his name along the way) both being fairly lazy, Phil still manages two whole levels! Whoo! Meanwhile, Jack is unimpressed with a human digestive system and the need to wear shoes. Especially the shoes. And money. That sucks, too.
4-15 After a weekend of camping near Cherrygrove (mostly for the food) and pondering, not to mention receiving his brand new egg, Jack turns to the kind folks on the 'gear for advice and commiseration.
Thanks to some well-meaning advice, Jack picked up an Old Rod before he headed north on Route 30 to fish along the way. This leads to him quickly catching his new Magikarp. It's not... exactly what he expected.
4-16 Bunnymund and Tooth join Jack in the Pokeworld, and of course promptly wish they hadn't. Not his fault they look funny.
He also viewed a very interesting feed... and made some unfortunate suggestions.
4-19 While on the road north, Jack and Dingle the Magikarp had some bonding time and eventually talked to Hikaru Hitachiin about the troubles of Magikarp ownership.
4-22 After making the very wise and inevitable decision to avoid any and all caves at all times (just in case), Route 31 brings its own surprises in the form of Jack's newest pokemon, Sophie the Hoppip.
4-23 And of course he can never miss out on an opportunity to bug his favorite ex-bunny rabbit.
4-26 In Violet City, Jack derps around, checking out the scenery and training with his pokemon for a bit. He considers getting a job, but... naw. Luckily, he's already around when a very sad video feed opens up.
4-29 While it's not nice to laugh at new people, and Jack was one himself not too long ago, he can't always help himself. At least he does his best to offer Dorumon some good advice in the process?
4-30 Dingle is good for something! Even if that something is only being a bad example.