Drillbit Taylor Poster

Drillbit Taylor 2008

★ 5.81,092 votes110 min📅 2008-02-04

"You get what you pay for."

In *Drillbit Taylor (2008)*, three freshmen fresh out of middle-school bravado face the harsh reality of high school when a relentless bully makes their lives miserable.

Director: Steven Brill

Cast

Owen Wilson
Owen Wilson
Drillbit Taylor
Leslie Mann
Leslie Mann
Lisa
Nate Hartley
Nate Hartley
Wade
Troy Gentile
Troy Gentile
Ryan
David Dorfman
David Dorfman
Emmit
Alex Frost
Alex Frost
Filkins
Josh Peck
Josh Peck
Ronnie
Casey Boersma
Chuck
Dylan Boersma
Nick
Lisa Ann Walter
Lisa Ann Walter
Dolores

Frequently Asked Questions

What is Drillbit Taylor (2008) about?

The film follows three freshmen who hire Owen Wilson's Drillbit Taylor as a bodyguard to fend off a school bully, only to discover he's a homeless con artist looking for easy money. What starts as a desperate plan spirals into a series of chaotic and comedic misadventures.

Who directed Drillbit Taylor?

Steven Brill directed *Drillbit Taylor*, bringing his knack for raunchy, character-driven comedies to this 2008 coming-of-age farce.

Who stars in Drillbit Taylor?

The film stars Owen Wilson as the titular drifter, alongside Leslie Mann as a frazzled parent, with Nate Hartley, Troy Gentile, and David Dorfman rounding out the main cast.

Is Drillbit Taylor (2008) worth watching?

While not a critical darling, *Drillbit Taylor* offers solid laughs for fans of Wilson's brand of humor and early-2000s teen comedies. Its runtime keeps the energy high, making it a decent pick for a lighthearted movie night if you enjoy chaotic, slapstick-driven stories.

How long is Drillbit Taylor?

The film runs for 110 minutes.

🎥 Trailer

Drillbit Taylor (2008) — Comedy About Bullying and Bad Decisions

In *Drillbit Taylor (2008)*, three freshmen fresh out of middle-school bravado face the harsh reality of high school when a relentless bully makes their lives miserable. Desperate for protection, they make a questionable decision: hiring a down-on-his-luck drifter named Drillbit Taylor, played with chaotic charm by Owen Wilson, unaware that their "bodyguard" is really a homeless con artist chasing quick cash. Directed by Steven Brill, this raucous comedy dives into themes of youthful vulnerability, misplaced trust, and the hilarious chaos that unfolds when expectations collide with reality.

Set against the backdrop of suburban teenage angst, the film balances slapstick humor with sharp observations about growing up. Wilson's unpredictable energy clashes with the earnest—but clueless—protagonists, creating a comedic dynamic that's equal parts heartfelt and absurd. With a runtime of 110 minutes, *Drillbit Taylor* delivers a breezy, lighthearted escape for fans of early-2000s comedies, blending cringe-worthy moments with genuine laughs.