After graduating from college Arnold moved away to reunite with his parents in San Lorenzo, where he remained for 5 years. He returns home when he receives news that Grandpa Phil passed away. With no other other tenants living in the boarding house other than Grandma Gertrude, he decides he is more needed in Hillwood. Arnold works closely with children as a child psychologist. And, according to Gerald, Helga is noticeably more affectionate to Arnold now.
Gerald Johanessen currently attends Hillwood School of Art & Design and is working towards a degree in film and television. He creates short films based on the urban legends from his childhood with his good friend, Fuzzy Slippers. After making plans to leave for LA after graduating, Phoebe decides its best to end their relationship for good in order for him to pursue his dream.
When Big Bob’s Beepers goes out of business, Miriam is forced to attend AA meetings for her alcohol problem. Twenty-six-year-old Helga Pataki is forced to drop out of school to help support her family. She now works as a bartender at the new family business, Big Bob’s Cafe.
Despite a lifetime of unusual bad luck, Eugene Horowitz followed his dream of becoming a famous Broadway actor. He manages to incorporate his clumsy behavior into his act which turns out to be so well received it lands him the leading role in a television series based on the play, Eugene Eugene.
Brainy works as a one hour photo technician. He has apparently outgrown his obsession with Helga and now spends much of his time hanging around P.S. 118 where he snaps pictures of children, particularly little girls with blond hair.
Former city arm wrestling champion Patricia Smith turned weightlifter became an internet phenomenon after videos of her in the gym surfaced on social media. She’s referred to as “Big Patty” in memes which according to Harold, makes her feel socially awkward.
Mr. Green leaves his meat market in the care of Harold Berman after he runs for city councilman. Harold converts Green Meats into a kosher meat marker out of respect for his Jewish faith. He is in a relationship with Big Patty.
While working as a waiter, Lila decides to pursue a career in stage acting. She makes her Broadway Musical debut alongside Eugene. Her lovable personality and on stage chemistry with Eugene lead to the two starring in their on successful TV sitcom.
Helga’s best friend Phoebe Heyerdahl earns her Ph.D in neuroscience at the age of 17. In her free time she provides the vocals in Sid’s band, Wheezin’ Ed as a way to unwind. She is in an on again, off again relationship with Gerald.
After earning her degree in entomology Nadine begins teaching fourth-grade science at P.S. 118. She’s also a self proclaimed bug whisperer, which makes people uncomfortable. Former best friend Rhonda claims Nadine can’t keep a boyfriend because they’re weirded out by her unusual fascination with tarantulas.
Rhonda Wellington Lloyd inherited her family’s fortune and is now a successful fashion designer. She is narrow minded and highly competitive, referring to herself as the queen of fashion. Former best friend, Nadine claims Rhonda developed a severe cocaine problem to cope with her loneliness.
After witnessing Helga mercilessly attack Brainy throughout their childhood, Sheena is inspired to become an advocate for domestic violence victims. She is married to childhood sweetheart, Eugene Horowitz. Ironically, there is a belief among her friends that she physically abuses Eugene due to her large size and Eugene’s own clumsiness.
Sid formed electronic band, Wheezin’ Ed with childhood classmates Phoebe and Stinky. Due to his irrational paranoia of becoming famous and being harassed by paparazzi, he wears an antique diving helmet at gigs to conceal his identity.
After gaining the courage to step down from his stoop, Stoop Kid stumbles upon a winning $10 million lottery ticket. With his new found fortune, he decides to travel the world with his lawn chair in search of grand stoops to take selfies on which he refers to as #StoopSelfies. He catalogs his journeys on his blog, The Stoop Connoisseur.