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.
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.
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.
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.
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.
Sydney is baffled when she can't seem to get an A in her poetry class, while Young Max easily gets an A.
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.
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.
Sydney enlists Grandma Judy to help her redesign the basement into their very own "girl cave." Max starts to feel left out. Young Max and Leo decide to build fighting robots in the basement, but don't want Judy to find out about it.
Sydney thinks her dad might be lonely, so she encourages him to start dating again. When Young Max breaks his skateboard again, Judy makes him earn money to buy a replacement.
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.
When Olive becomes class treasurer and accidentally loses the money for the ice cream truck she promised her class, Sydney helps her get it back. Young Max offers to accompany his mom to a wedding but does not know how to dance.
Sydney Surprises Her Dad Max For His Birthday By Inviting His Childhood Best Friend Leo And His Son To Visit From San Francisco
Syd & Olive blow off their group science project to hang out with a boy, causing problems
Sydney thinks she is 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.
While out with Mrs. Harris, Sydney gets her ears pierced, which ends up hurting Grandma Judy's feelings. Mom rewrites Young Max's English paper behind his back.
Something embarrassing happens to Sydney while at school, so she holes up in her bedroom. She finds old VHS tapes of Max as a kid, falls asleep and dreams she's in the 90's.
When Grandma Maya comes to visit, Sydney loves spending time with her so much that Grandma Judy feels a little left out.
Inspired by her mom, Sydney tries to start a dance team with Olive. Meanwhile, Young Max and Young Leo start a skate club.
Sydney is sure that her dad will vote against a school policy banning cell phones.
The memory of her late mother and some long-forgotten advice helps Sydney rediscover her love of Christmas again, a holiday she has avoided ever since her mother passed away.
Sydney is excited when she makes the school's first girls fencing team. But when she learns her dad helped Coach Carlock, Sydney fears she may have gotten on the team for the wrong reason.
Sydney and her friends make a pact to go to the dance together without dates. She finds herself in a pickle when Ned asks her to the dance. Max recalls his first school dance when Leo and his Mom gave him tips on how to ask a girl to be his date.
Max is fed up with Sydney missing her curfew multiple times and grounds her right before the one-night-only Pop-Up cake museum that all of her friends are attending.
In an effort to save the planet, Sydney and her friends stage a student protest to convince the cafeteria to go green. Back in the '90s, Max and Leo fight to keep their school from getting rid of the junk food in the vending machines.
Sydney gets her first period, and when she has an accident at school, she's too upset and wants to sit out her bass solo at the school concert.
Sydney enters a songwriting contest and is named one of the three finalists who get to perform their song for pop star Ricky Angelo! The only catch, the producers want to make drastic changes to her song.
When Sydney and Olive accidentally destroy a very popular exhibit at the museum, their teacher Mrs. Harris is deemed at fault and in jeopardy of losing her job. The girls devise a plan to convince VP Virmani not to fire Mrs. Harris.
Sydney feels torn between spending time with her friends and her fencing teammates. Can she be friends with both groups … or will she have to choose one?
Max is excited to be honored with The Heart of Portland award for his philanthropic work. But things go awry when Max’s dad, who he’s not on the best terms with, comes to visit.
Max is worried when a new smoothie shop creates competition for Reynolds Rides with their new flamingo drink.
With only one month left in seventh grade, Sydney and most of the four amigas are excited, but there's a hiccup when the girls learn that Emmy is failing history and might not pass.
On the last day of school, Syd reads through all the notes in her yearbook, and notices an anonymous note from someone confessing that they have a crush on her.
On the Fourth of July weekend, Max surprises Sydney, Olive and Sophia by renting the lake cabin where he spent his best summer in as a kid.
Sydney hosts a slumber party with all of her friends, but the night takes a turn when a group selfie sparks a fight among the girls.
Sydney really wants to attend a Rock 'n Roll summer camp but doesn't know how to tell her dad, especially since he just started a songwriter's night at the shop's café so she could work on her music.
Syd finds out her childhood best friend, Harry, is moving back to Portland. When Olive meets Harry, she thinks Harry is the perfect match for Sydney.
Grandma Judy gets to meet her favorite rock star, Davey Rogers.
Sydney is turning 13 and sets out to plan a sophisticated birthday party. Her plans remind Max of when he tried to organize his own surprise party for his thirteenth birthday back in the 90s.
With her dad’s permission, Sydney enlists Olive to help remodel her bedroom to fit her new “artsy Syd” 8th grade persona. In the ‘90s, Max is struggling being the shortest kid in his class and tries to make himself look taller.
As part of a yearly 8th-grade tradition, Syd and Olive get paired with two 6th graders to mentor. When Sydney sees her mentee Lucy is very shy, she goes a bit overboard trying to help her make friends.
When a storm ruins Olive’s dream bat mitzvah celebration, Sydney helps her figure out a backup plan. In the ’90s, it’s Leo’s birthday, and all he wants is to win a radio contest for passes to meet their favorite rapper, MC Gavel.
When Olive is moved into an advanced math class, Syd pushes to be in the same class but quickly realizes math isn’t really her strongest subject. Back in the ’90s, Max retires his skateboard for roller skates to impress Alisha, but he doesn’t know how to skate.
When Olive learns that her parents are splitting up, Sydney, Max and Grandma Judy come together to lend their support. In the ’90s, Max enlists Alisha to help him plan an elaborate dinner to try and get his parents back together.
Sydney suspects her teacher Ms. Anderson has assigned everyone in her class historical figures to write about based on their race. When Sydney talks to her classmates, they confirm her suspicions and explain how uncomfortable they felt when they received their assignments. The students agree it’s time to stand up for themselves and elect Sydney as their spokesperson to talk to their teacher. In the ’90s, Vice Principal Virmani arranges for a local reporter to interview Leo about his work as founder and president of the school’s computer club, the same club he encouraged his buddy Max and his cousin Alisha to join. Leo provides a great interview and highlights of his work and is excited until the story runs, incorrectly featuring a picture of Max with the title of Club President.
When Max goes away for the weekend and leaves his mother in charge, Sydney takes advantage of her “cool” grandma by arranging a sleepover on a Sunday night. In the ’90s, Judy believes Max broke something even though he keeps denying his involvement.
When Max has a crush on Sydney’s music teacher, Gemma, but realizes he’s too nervous about dating again, he convinces Syd to be a chaperone on his first date. In the ’90s, Leo has a crush on Max’s new math tutor, Danielle. Leo persuades his buddy to need more help so he can see the tutor more.
Sydney is over the moon when her spunky 7-year-old cousin, Lexi, moves in with the Reynolds for the summer.
When Lexi volunteers Syd to sing at church for Youth Day, Sydney starts to wonder if she can pull off singing gospel music. In the ’90s, Max encourages Alisha to perform at open mic night.
When Lexi makes their family’s recipe for their famous sweet potato praline pie, Sydney tries her hand at carrying on the family tradition but misses the mark and her mom.
When Sydney and another congregation member offer to throw the after-church Sunday brunch at the same place and time, a competition ensues
