Katherine Hastings

Ana Gasteyer

Wesley

Jon Barinholtz

Sadie

Harriet Dyer

Elliot

Humphrey Ker

Jack

Tye White

Cyrus

Michael B. Washington

Dori

X Mayo

Chloe

Elizabeth Hinkler

Syd

Phil Reeves

Ted

Joshua Malina

Himself

Andy Richter

Ian Osofsky

Eric Stonestreet

Landon

Ike Barinholtz

Chase

Ben Feldman

Dan Abbas

Usman Ally

Server

Ashley Versher

Mrs. Simms

April Grace

Janine

Jennifer Kenyon

Soren McGarry

Jim Meskimen

John Hampton

Todd Robert Anderson

Bill

Guilford Adams

Dale

Matthew Moy

Dustin

Matty Cardarople

Himself

Ryan Reynolds

Richard

Brad Hall

Jin Tao-Kang

Christopher Chen

Hannah

Amari McCoy

Maddie

Frances McKittrick

Deborah

Darlene Hunt

Bronislaw

Albert Malafronte

Joshua

Tirosh Schneider

Eric

Feodor Chin

Gary

Matt Oberg

Jonathan

Matt McConkey

Calvin

Deep Rai

Jessica (V.O.)

Sabra May

Tyler

Cameron Gayden

Harper

Natalie Cabo

Winnie

Nancy Lenehan

Himself

Seth Meyers

Reporter - Andrea

Katharine Everett

Analyst

Danielle Hoetmer

Laura

Caitlyn Knisely

Colin

Diallo Riddle

Greg

Romel De Silva

Dr. Kazemi

Jennifer Kindhouse

Tyler's Mom

Chelsea Alana Rivera

Christina

Blaire Erskine

Reporter - Kent

Grinnell Morris

Ford Ex

Will Collyer

Board Member Mark

Kim Estes

Australian Male (V.O.)

Christopher Peterson

Photographer

Samantha Cardona

Nurse

Tristan Cunningham

Tom

David Theune

GM Ex

Jaime Barcelon

Reporter - Cheryl

Kyriaki

Allison

Korama Danquah

Board Member Helen

Nancy Linari

Hector

William Koonce

Jules

Gilles Marini

Phoebe

Caitlin Kimball

Howard

Erik Marion

Bill Riker

Phil Hendrie

Hector's Mom

Taneka Johnson

Hedge Fund Guy

Don O. Knowlton

Joy

Sara Sevigny

Receptionist

Jill Benjamin

Michelle

Alexandra Siegel

Reporter - Nathan

André B. Walker

Enzo

Bill Kalmenson

Minister

Aaron Coleman

Katie's Dad

Neiko Neal

Reporter - Tom

Francisco J. Rodriguez

Newscaster

Charlie Farrell

Elaine

Pam Trotter

Tammy

Kaliko Kauahi

Tech Guy 2

Colbert Alembert

HR Video Narrator

Jennifer Shelton

Todd

Evan James Watkins

Stage Manager

Cali Morales

Joyce

Ericka Kreutz

Attorney

Marlan Clarke

Dealer 1

Lonzo Liggins

Tech Guy 3

Michael Sung-Ho

Tech Guy 4

Efrain Gomez

Robert

Gabriel Rissa

Ruby

Abigail Kate Thomas

Grant

Andrew Ralston

Reporter

Kandiss Crone

Dad

Brendan Ford

Mandy

Meighan La Rocca

Leylo

Reagan Grant

Director

Jed Alexander

Kid

Benjamin Plessala

Tech Guy 5

Eric Staves

VC Friend

Arya Farzin

Yafet

Biniyam Abreha

Analyst

Aisha Lomax

Flummoxed Employee

Kenny Rhodes

WSJ Reporter

Sarah Chang

Simms Student 1

Jaxon Williams

Simms Student 2

Aaliyah Thomas

Brent

Jeff Meacham

Himself

Jim Cramer

Tech Guy 1

Garrett Holden Bales

Quadruple-Decker Car Child

Lucy Spitzer

Hose Car Child

Kingsley Hao

Kindergartener

Aayden William

Director

Phill Lewis

Director

Vance Stringer

Director

Craig Zisk

Director

Lara Everly

Director

Phil Traill

Director

Pete Chatmon

Director

Jeffrey Blitz