How the Syd Stole Christmas was the 1st episode of season 2 of Sydney to the Max. In the present day of the episode, Sydney who is played by (Ruth Righi) rediscovers her love for Christmas after her mother passed away. in the past day, Max who is portrayed by (Jackson Dollinger) decided to take his early Christmas present to school. It was all fun and showing off, until Pete, who is played by (Arjun Sriram) decided to steal the jacket.

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. 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 machine.

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 for a pop singer, and finds out the producers at his record company want to drastically change 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 Emmy and Sophia, and they must help them reconcile.

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, Olive, Sophia, and Emmy are excited that their design for the float honoring brave women was chosen for the annual Portland Parade, but she must come to grips when the girls and their mothers begin to disagree with each other.

In trying to help Olive stand up to her brothers, Sydney learns sibling dynamics are more complicated than she thought.

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.

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 even though her dad got A’s in his class—and they have the same teacher, Mrs. Harris.

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.

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.

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.

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, Syd 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.

When Max realizes he needs an extra hand at the bike shop smoothie station, Sydney and Olive convince him to hire their crush, Zach.

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.

Grandma Judy’s feelings are a little hurt when Sydney gets her ears pierced on an outing with Mrs. Harris.

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.

When Grandma Maya comes to visit, Sydney loves spending time with her so much that Grandma Judy feels a little left out.

When Sydney struggles with ballet, something her mom was great at, she starts to feel like she’s losing touch of her mom.

When a cell phone ban policy during school hours goes up for a vote, Sydney is sure her dad, who’s on the Parent School Committee, will vote against it.