Sydney to the Max

When Harry Met Sydney (Season 2, Episode 19)

TV-G

TV Episode | 22 min | Comedy, Family

An old childhood friend visits Sydney, and Olive realizes he might be her perfect boyfriend.

Showrunner

Director

Writers

Mark Reisman (created by) | Nick Rossitto (executive story editor) | Patrice Asuncion (executive story editor) | Emily Hirshey (story editor) (written by)

Producers

Composer

Cinematographer

Editor

Production Designer

Edit Released

Release date

Aug 7, 2020 (United States)

Awards

Series awards

Contacts

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Cast	+ Add Cast
11 cast members

Name	Known for
Ruth Righi Sydney Reynolds Sydney Reynolds See fewer	Happy! (2017)
Ava Kolker Olive Rozalski Olive Rozalski See fewer	Insidious: The Last Key (2018)
Jackson Dollinger Young Max Young Max See fewer	Sydney to the Max (2019)
Christian J. Simon Leo Webb Leo Webb See fewer	Sydney to the Max (2019)
Ian Reed Kesler Max Reynolds Max Reynolds See fewer	Sydney to the Max (2019)
Caroline Rhea Judy Reynolds Judy Reynolds See fewer	The Perfect Man (2005)
Mason Blomberg Young Harry Young Harry See fewer	Marvel's Iron Man and His Awesome Friends (2025)
Jesse Dee Young Sydney Young Sydney See fewer	Sydney to the Max (2019)
Michael Dunn Randy Randy See fewer	The Middle (2009)
Connor Falk Harry Harry See fewer	Overcast (2020)
Jennifer Kim Sarah Chung Sarah Chung See fewer	The Bourne Legacy (2012)