The Carrie Diaries Win Some, Lose Some (Season 2, Episode 1)
TV-14
TV Episode | 42 min | Comedy, Drama, Romance

The Carrie Diaries

Win Some, Lose Some (Season 2, Episode 1)

TV-14

TV Episode | 42 min | Comedy, Drama, Romance

As the season begins, it's the summer of 1985 and 17-year-old Carrie Bradshaw (ANNASOPHIA ROBB) can call Manhattan home. She also meets a new friend: Samantha Jones (LINDSEY GORT).

Director

Andy Wolk

Writers

Candace Bushnell (novels) | Amy Harris (developer) (as Amy B. Harris) (written by) (as Amy B. Harris)

Composer

Mark Mothersbaugh

Cinematographer

John Thomas

Casting Directors

Jessica Daniels | Alyssa Weisberg (original casting by)

Production Designer

Malchus Janocko

See all filmmakers & crew (110)

Edit Released

Updated Oct 25, 2013

Release date

Oct 25, 2013 (United States)

Awards

Series awards

4 nominations

Contacts

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Cast	+ Add Cast
27 cast members

Name	Known for
AnnaSophia Robb Carrie Bradshaw Carrie Bradshaw See fewer	Rebel Ridge (2024)
Austin Butler Sebastian Kydd Sebastian Kydd See fewer	Elvis (2022)
Lindsey Gort Samantha Jones Samantha Jones See fewer	The Carrie Diaries (2013)
Ellen Wong Jill 'Mouse' Chen Jill 'Mouse' Chen See fewer	Scott Pilgrim vs. the World (2010)
Katie Findlay Maggie Landers Maggie Landers See fewer	How to Get Away with Murder (2014)
Stefania LaVie Owen Dorrit Bradshaw (as Stefania Owen) Dorrit Bradshaw (as Stefania Owen) See fewer	Krampus (I) (2015)
Brendan Dooling Walt Reynolds Walt Reynolds See fewer	Demolition (2015)
Chloe Bridges Donna LaDonna Donna LaDonna See fewer	The Final Girls (2015)
Freema Agyeman Larissa Loughlin Larissa Loughlin See fewer	Doctor Who (2005)
Matt Letscher Tom Bradshaw Tom Bradshaw See fewer	The Mask of Zorro (1998)
RJ Brown Thomas West (as Roosevelt H. Brown Jr) Thomas West (as Roosevelt H. Brown Jr) See fewer	13 Reasons Why (2017)
Evan Crooks Miller Miller See fewer	The Carrie Diaries (2013)
Alexandra Miller Jen #2 Jen #2 See fewer	The Carrie Diaries (2013)
Whitney Vance Jen Jen See fewer	Wet Hot American Summer (2001)
Andrea Lynn Green Cute Hostess (as Andrea Green) Cute Hostess (as Andrea Green) See fewer	The Super (2017)
Sekou Laidlow Beat Coop #2 Beat Coop #2 See fewer	The Resident (2018)
Ron McClary Beat Cop #1 Beat Cop #1 See fewer	The Drop (2014)
Sean Ringgold Burly Bouncer Burly Bouncer See fewer	Notorious (2009)
Tara Rose Schreiber Club Member Club Member See fewer	Mott & Spy
William Andrew Brewer Bouncer (uncredited) Bouncer (uncredited) See fewer	Henry (I) (2020)
José Báez Thug (uncredited) Thug (uncredited) See fewer	Daredevil (2015)
Peter Hodge Bartender (uncredited) Bartender (uncredited) See fewer	Monstrous (2022)
Leo Misha King Drug Dealer at the Club (uncredited) Drug Dealer at the Club (uncredited) See fewer	Death, Inc (2013)
Mike Malvagno High School Student (uncredited) High School Student (uncredited) See fewer	The Brooklyn Banker (2016)
Elisabeth Montanaro Country Club Guest (uncredited) Country Club Guest (uncredited) See fewer	The Black Mass (2023)
Lynne Taylor Woman With Black Purse (uncredited) Woman With Black Purse (uncredited) See fewer	Bull (2016)
Stefano Villabona 80's Rock N' Roller (uncredited) 80's Rock N' Roller (uncredited) See fewer	Smash (2012)