Sydney wants to radically change up her hairstyle for the first day of 7th grade. Her dad Max is resistant, but with Olive’s help, Sydney takes matters into her own hands.
Sydney wants to adopt a dog, but Max doesn't think she's ready for that responsibility. A flashback to young Max reveals he also wanted a dog, but his mom gave him a pet turtle instead.
Guest Stars:
Jeffrey Cade Ross Brown, Eric Petersen
Max tracks Sydney’s phone after he suspects she snuck out to a concert with Olive against his wishes. His parenting dilemma reminds him of his childhood when his mom paged him on his beeper incessantly to track his whereabouts.
Guest Stars:
Reid Shapiro, Buddy Keaton, Wyatt Walter, Gabriel Tigerman, Jennifer Candy
Sydney and Olive struggle with their babysitting business when the little kid they’re hired to watch happens to be the brother of one of the most popular kids in their class.
Guest Stars:
Luca Alexander, Eric Petersen, Miles Emmons, Saylor Curda, Lauren Plaxco
Sydney is invited to a pool party but is self-conscious her legs are too hairy and contemplates shaving. Her predicament reminds her dad Max when he was eager to start shaving to prove his manhood.
Guest Stars:
Matthew Zhang, Noah Kaye Bentley
Sydney and Olive are so excited for their weeklong sleepover but quickly learn being together 24/7 has its challenges. Max recalls when he and Leo had a fight about Max constantly forgetting his job responsibilities at the arcade.
Guest Stars:
Brogan Hall
Sydney is baffled when she can’t seem to get an A in her poetry class even though her dad got A’s in his class—and they have the same teacher, Mrs. Harris.
Guest Stars:
Melissa Peterman, Jaidan Jiron
Sydney organizes a school protest for clubs to be more inclusive of women. Young Max befriends a skater girl but is conflicted because the Dog Boys don’t allow girls in their crew.
Guest Stars:
Wyatt Walter, Siena Agudong, Rizwan Manji, Mac Jarman, Keyon Bowman
Sydney and Olive’s bond is tested when they both become friends with the new girl but try to keep the friendship a secret from one another.
Guest Stars:
Ransford Doherty, Demetri Belardinelli, Symera Jackson
Judy enlists Grandma Judy to help her redesign the basement into their very own “girl cave.” Max starts to feel left out when Sydney cancels their plans together to throw a 50s-themed party with her friends to celebrate her new space.
Guest Stars:
Reid Shapiro, Eric Petersen, Brogan Hall, Amelia Wray, Eric Tiede
Sydney thinks her dad might be lonely, so she encourages him to start dating again. When Young Max breaks his skateboard again, Mom makes him earn money to buy a replacement.
Guest Stars:
Gage Magosin, Kelly Frye, Tatiana Carr
Sydney and Olive decide to help Max at the bike shop’s biggest sale of the year. When Leo’s dad hires a girl to work at the arcade, Max and Leo compete to see who can impress her the most.
Guest Stars:
Liesel Kopp, Isabella Kai, Jacory Gums, Zylan Brooks, Iris Braydon
When Olive becomes class treasurer and accidentally loses the money for the ice cream truck she promised her class, Syd helps her get it back. Young Max offers to accompany his mom to a wedding but does not know how to dance.
Guest Stars:
Nicolas Cantu, Reid Shapiro, Tiffany Daniels
Sydney surprises her dad Max for his birthday by inviting his childhood best friend Leo and his son to visit from San Francisco.
Guest Stars:
Winston A. Marshall, Judith Moreland, Joachim Powell
When Max realizes he needs an extra hand at the bike shop smoothie station, Sydney and Olive convince him to hire their crush, Zach.
Guest Stars:
Luca Alexander, Lauren Plaxco, Amelia Wray, Julia Garcia, Carlos Acuña
Syd thinks she’s too old for the father-daughter dance, but she’s afraid to hurt Dad’s feelings. Young Max is bummed when his dad isn’t around for a father-son event.
Guest Stars:
Amelia Wray, Julia Garcia, David Walrod, Connor Tillman, Scott Connors
Grandma Judy’s feelings are a little hurt when Sydney gets her ears pierced on an outing with Mrs. Harris.
Guest Stars:
Melissa Peterman, Amelia Wray, Kara Crane
When something embarrassing happens to Sydney at school, she barricades herself in her bedroom and ends up watching old VHS tapes of Max when he was a kid. Sydney eventually falls asleep and dreams that she’s in the 90s.
Guest Stars:
Aaron Takahashi, Brekkan Spens
When Grandma Maya comes to visit, Sydney loves spending time with her so much that Grandma Judy feels a little left out.
Guest Stars:
Julia Garcia, Aaron Takahashi, Erin Pineda, Christine Horn, Carlease Burke
When Sydney struggles with ballet, something her mom was great at, she starts to feel like she’s losing touch of her mom.
Guest Stars:
Ben Giroux, Juliet Donenfeld, Emily Churchill