If you loved
The Boss
Ben Falcone · Film · 2016
What kept you watching The Boss is the messy, resilient climb back to the top after a humiliating public fall.
Start with the source
Adaptation
The Boss
Mariano Cohn · Series · 2022
Books on the same thread
Tina Fey: Bossypants
Tina Fey · Book · 2011
Explores: Feminism, Working Mothers, Show Business.
If you enjoyed the sharp, comedic take on female power in The Boss, you will find Tina Fey’s memoir equally brilliant for its honest, witty perspective on navigating professional success.
The Confession: A Novel
John Grisham · Book · 2010
Explores: Wrongful Conviction, Capital Punishment, Innocence.
The Boss features a protagonist forced to confront her past, much like the character in this novel who seeks redemption by finally choosing to do the right thing under pressure.
Becoming
Michelle Obama · Book · 2018
Shares a thread with The Boss: Female Empowerment.
While The Boss offers a fictionalized version of a woman reinventing her status, this memoir provides a grounded, inspiring look at how a powerful woman defines her own identity and impact.
Series on the same thread
Tulsa King
Taylor Sheridan · Series · 2022
Explores: Second Chances, Building a New Empire, Mob Life.
Like the disgraced titan in The Boss, the lead in this series must leverage his experience to build a new empire from scratch after being released from prison into exile.
The Good Wife
Michelle King · Series · 2009
Shares 2 threads with The Boss: Second Chance, Female Empowerment.
If you were drawn to the struggle for redemption in The Boss, you will appreciate how this drama centers on a woman forced to rebuild her life after a public scandal.
Ted Lasso
Jason Sudeikis · Series · 2020
Shares 2 threads with The Boss: Underdog Story, Workplace Comedy.
The Boss showcases an underdog story fueled by an unconventional leader, a dynamic that mirrors the optimistic, transformational leadership style found in the heart of this feel-good sports comedy series.
Superstore
Justin Spitzer · Series · 2015
Shares a thread with The Boss: Workplace Comedy.
If the workplace dynamics in The Boss kept you laughing, you will enjoy this series for its similar ability to turn the everyday chaos of a corporate environment into sharp comedy.
Podcasts on the same thread
Conan O’Brien Needs A Friend
Team Coco & Earwolf · Podcast · 2026
Explores: parasocial relationships, professional intimacy, self-deprecating humor.
Much like the self-absorbed but hilarious lead in The Boss, this podcast captures the awkward, funny reality of a high-profile figure attempting to redefine their personal connections and public image.
Acquired
Ben Gilbert and David Rosenthal · Podcast · 2026
Explores: entrepreneurial growth, market disruption, strategic decision-making.
If you found the high-stakes business maneuvering in The Boss entertaining, you will appreciate this deep dive into the real-world strategies and growth stories that define the most powerful companies.
Keep exploring
Common questions
Is The Boss (2022) a direct sequel to the 2016 film?
No, The Boss (2022) is not a sequel to the 2016 movie titled The Boss. They share a title, but the 2016 film focuses on a titan of industry sent to prison for insider trading, while the 2022 television adaptation is a separate production.
What is the premise of The Boss (2016)?
The Boss follows a titan of industry who is sent to prison for insider trading. Upon her release, she attempts to rebrand herself as America's sweetheart, but finds that many people she previously wronged are unwilling to forgive or forget her past actions.
Should I watch The Boss (2016) before the 2022 TV series?
You do not need to watch the 2016 film titled The Boss before viewing the 2022 series of the same name. These are distinct projects with different formats and narratives, and there is no required viewing order between the two titles.
Does The Boss (2016) involve the main character committing insider trading?
Yes, the plot of The Boss centers on a titan of industry who is sent to prison specifically after she is caught for insider trading. The story explores her attempts to rehabilitate her public image after serving her sentence for these crimes.