|Season 1||Season 2||Season 3||Episode Guide|
Season 1 of Sydney to the Max was announced by Deadline on September 6, 2018. Production began on the same day and wrapped on February 28, 2019. It first aired on January 25, 2019, and the season finale aired on July 23, 2019.
Clips of the series were first shown on November 30, 2018.
- Ruth Righi as Sydney Reynolds (21/21 Episodes)
- Ava Kolker as Olive Rozalski (21/21 Episodes)
- Jackson Dollinger as Young Max Reynolds (21/21 Episodes)
- Christian J. Simon as Leo Webb (21/21 Episodes)
- Ian Reed Kesler as Adult Max Reynolds (21/21 Episodes)
- Caroline Rhea as Judy Reynolds (21/21 Episodes)
- Amelia Wray as Sophia (5/21 Episodes)
- Julia Garcia as Emmy Mendoza (4/21 Episodes)
- Aaron Takahashi as Mr. Tanaka (3/21 Episodes)
- Reid Shapiro as Iggy (3/21 Episodes)
- Eric Petersen as Don (2/21 Episodes)
- Luca Alexander as Zach Thompson (2/21 Episodes)
- Lauren Plaxco as Ms. Taylor (2/21 Episodes)
- Melissa Peterman as Mrs. Harris (2/21 Episodes)
- Rizwan Manji as Vice Principal Virmani (2/21 Episodes)
- Brogan Hall as Bucky (2/21 Episodes)
- Isabella Kai Rice as Hailey (1/21 Episodes)
- Miles Emmons as Dylan Thompson (1/21 Episodes)
- Ginifer King as Angela (1/21 Episodes)
Special Guest Cast
- Buddy Handleson as Gerald (The Parent Track)
- Frances Callier as Gia (Can't Dye This)
- Siena Agudong as Brittany (You've Got Female)
- Jeffrey Brown as Kyle (Who Let the Dogs In)
- Winston A. Marshall as Grown Up Leo (As Bad As She Gets)
|No.||Episode Title||Date Premiered||Prod. Code||U.S. Viewers (Millions)|
|1||Can't Dye This||January 25, 2019||101||0.71|
|2||Who Let the Dogs In||February 1, 2019||106||0.69|
|3||The Parent Track||February 8, 2019||104||0.59|
|4||Adventures in Babe-Sitting||February 22, 2019||107||0.48|
|5||Shaved by the Bell||March 1, 2019||102||0.68|
|6||I Know What You Did Last Sleepover||March 8, 2019||105||0.52|
|7||Good Grade Hunting||March 15, 2019||108||0.58|
|8||You've Got Female||March 22, 2019||103||0.52|
|9||The Lyin' King||March 29, 2019||109||0.45|
|10||Caved and Confused||April 5, 2019||110||0.57|
|11||Can't Hardly Date||April 12, 2019||111||0.62|
|12||Little Shop of Reynolds||April 19, 2019||112||0.60|
|13||Dude, Where's My Car Wash Money?||April 23, 2019||113||0.49|
|14||As Bad As She Gets||June 18, 2019||114||0.54|
|15||There's Something About Zach||June 25, 2019||115||0.49|
|16||Nuthin' But A Dance Thang||July 2, 2019||116||0.43|
|17||Never Been Pierced||July 9, 2019||117||0.47|
|18||Nightmare on Syd Street||July 16, 2019||118||0.48|
|19||Mo' Grandmas, Mo' Problems||July 16, 2019||119||0.52|
|20||Dancin' the Vida Loca||July 23, 2019||120||0.49|
|21||How Sydney Got Her Phone Back||July 23, 2019||121||0.51|
- Production began on the day the series was announced.
- This is the first season of Sydney to the Max.
- The series premiered on January 25, 2019.
- Buddy Handleson from former Disney Channel series, Shake It Up and Nickelodeon series, Bella and the Bulldogs, guest stars in the episode "The Parent Track".
- Frances Callier from the Disney Channel Original Series, Hannah Montana, guest stars in the pilot episode, "Can't Dye This".
- In this season, the flashbacks take place in 1992.
- Every episode in this season has a title with a pop culture reference.
- Starting with "The Lyin' King", all episodes are in production order.
- Starting with Season 2 the show now airs on Friday’s.