Underwood appears as a pirate wench in the 2007 film Epic Movie, along with fellow Playmates Qiana Chase, Irina Voronina and Jillian Grace.
Underwood appeared as a playmate in the 2008 comedy, House Bunny, along with fellow playmates and in 2009 was in the film The Telling with Bridget Marquardt and Holly Madison, and as herself in Miss March.
In 2013 Underwood was cast in the lead role in the horror thriller Deadly Weekend (also known as Zellwood).

Underwood appeared on the wedding episode of Kendra where it was announced at Kendra Wilkinson's bachelorette party that Underwood had undergone breast augmentation surgery.
Later, on The Howard Stern Show, Underwood confirmed that she had breast implants.

Underwood has also worked in television as a presenter.
She worked as a "fight jock" or continuity announcer for the Blackbelt TV cable network.
In 2009 she co-hosted five episodes of G4's Attack of the Show, filling in for a vacationing Olivia Munn.
She co-hosted episodes in 2010.
In 2011, she was a substitute host and one of the regular presenters of The Feed.

An avid practitioner of yoga, Underwood competed in the eighth Kunoichi competition in Japan, known in the U.S. as Women of Ninja Warrior.
She won her first stage heat after gaining a big lead on three Japanese contestants that had more pedigreed backgrounds in athletics.
She failed on the second stage when she misjudged the second step of the Dancing Stones and fell.

After modeling in advertising for VictoryPoker.net and playing in charity poker tournaments, Underwood joined their team of professional poker players.

In 2012 Underwood was on MTV's reality show Ridiculousness as a guest star for Season 2.
Underwood appears as a pirate wench in the 2007 film Epic Movie, along with fellow Playmates Qiana Chase, Irina Voronina and Jillian Grace. Underwood appeared as a playmate in the 2008 comedy, House Bunny, along with fellow playmates and in 2009 was in the film The Telling with Bridget Marquardt and Holly Madison, and as herself in Miss March. In 2013 Underwood was cast in the lead role in the horror thriller Deadly Weekend (also known as Zellwood).
Underwood appeared on the wedding episode of Kendra where it was announced at Kendra Wilkinson's bachelorette party that Underwood had undergone breast augmentation surgery. Later, on The Howard Stern Show, Underwood confirmed that she had breast implants.
Underwood has also worked in television as a presenter. She worked as a "fight jock" or continuity announcer for the Blackbelt TV cable network. In 2009 she co-hosted five episodes of G4's Attack of the Show, filling in for a vacationing Olivia Munn. She co-hosted episodes in 2010. In 2011, she was a substitute host and one of the regular presenters of The Feed.
An avid practitioner of yoga, Underwood competed in the eighth Kunoichi competition in Japan, known in the U.S. as Women of Ninja Warrior. She won her first stage heat after gaining a big lead on three Japanese contestants that had more pedigreed backgrounds in athletics. She failed on the second stage when she misjudged the second step of the Dancing Stones and fell.
After modeling in advertising for VictoryPoker.net and playing in charity poker tournaments, Underwood joined their team of professional poker players.
In 2012 Underwood was on MTV's reality show Ridiculousness as a guest star for Season 2.
Sara Jean Underwood