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- Young Dylan's grandmother decides to send him to live indefinitely with her affluent son's family. The Wilson family household is soon turned upside-down as lifestyles clash between the aspiring hip-hop star and his strait-laced cousins.
- Parker J. Cloud, a former raincloud, his friend Angus, and pet walrus Russell deliver mail all across Mount Middlemost.
- Young Dylan arrives at his relatives' home needing a place to live, but his streetwise swagger upends the conservative Wilson household.
- Yasmine's celebrity client DJ Khaled visits, presenting Dylan with a golden opportunity to prove his rap credentials and score a record deal.
- Dylan has trouble adjusting to the Wilson family's rules, leading to confrontation with his uncle that makes him feel unwanted.
- Not wanting to attend school, Dylan does whatever it takes to avoid going--including convincing little Charlie to not go either; Rebecca gets caught wearing makeup.
- On his first day at school, Dylan starts a classroom protest over having to wear uniforms.
- The kids help Myles plan Yasmine's big dinner at the house for her boss. While Myles struggles to write a speech in honor of his wife, the kids throw out the catered food and plan their own menu.
- After failing to get approval to go to the school dance, Rebecca tells her date that she can't go because her grandmother has died, a lie that leads to a series of misunderstandings within the family.
- Dylan has a dream about his mom returning to get him, and reveals that he doesn't want to leave. This becomes a reality when Viola reveals that Dylan's mom is back, and planning to take Dylan home with her.
- As Myles and Yasmine sort out the truth behind a lie that spun out control, Dylan helps them plan payback on Rebecca before she gets home.
- Dylan writes a serious rap about his mom, prompting Myles to read his diary to find out if he's doing OK. Dylan catches him in the act, triggering an escalating run of family members invading one another's privacy.
- Rebecca is being bullied online, prompting Dylan to encourage Martin to respond to some of the posts. His posts are not anonymous, however, and the family must deal with the fallout.
- Dylan tries to help Charlie with his homework, but his unconventional style of doing his homework comes to a head with Dylan gets into a rap battle with their teacher.
- Rebecca is babysitting Charlie and Dylan, but when a deliveryman arrives with a package from Dylan's mom, Rebecca and Dylan fight over the rule about not opening the door.
- The family can't get any peace while Dylan plays the drums all day and night, and each tries to convince him that he needs to give up his new instrument for good.
- While delivering a letter to a house that never gets mail, the gang goes through warfare to get to its front door. Parker does the chores in an attempt to be more like Angus and comes to realize that they're actually boring.
- 2021–202222mTV-Y78.6 (39)TV EpisodeWhen Angus accidentally throws Burt away, he and Parker must get him back from Greenwood's Recycle King. After Angus tells Parker and Russell to leave the house on his day off, Parker wrongly assumes it's permanent.
- 2021–202222mTV-Y78.5 (35)TV EpisodeAngus agrees to compete against Mayor Peeve's new POSTBOT in a mail-off to save the Middlemost Post. Parker's anxiety escalates when the cloud appears to be the source of loud nightly thundering plaguing the town.
- 2021–2022TV-Y78.2 (36)TV EpisodeAfter one of Lily's inventions goes haywire, she enlists Parker's help to get it back under control. Angus loses his lucky beanie, which causes him to revert back to being a child.
- 2021–2022TV-Y78.7 (35)TV EpisodeParker accidentally loses one of Russell's teeth and hurries to find a replacement before Angus finds out. On Free Toast Day at the Middlemost Toast, Parker does whatever it takes to make sure Angus enjoys the holiday.
- Parker's new friend turns out to be a Leprechaun in pursuit of the gold at the end of Parker's rainbow. When Parker finds mysterious love letters written by Angus, the little nimbus goes all over town to find who they're meant for.
- Parker makes snowcones for everybody in town and learns that saying 'no' isn't always a bad thing. Parker and Angus make a delivery to a spooky old woman in the Middlemost Forest - who might be a witch.
- Parker has a sleepover for the first time and enlists Angus's help to make it as fun as possible. Parker and Angus go the distance to try and give Russell a bath before her stench becomes destructive.
- Angus tries to woo the only dog on the mountain that doesn't like him: Jelly. Parker becomes overly obsessed with a game to the point where the little nimbus isn't a cloud anymore.