Ha's breakout came in the 2008 film The Chaser, in which he played a psychopath character loosely based on serial killer Yoo Young-chul. The movie became a huge hit at the Korean box office, raking in over 5 million ticket sales, while also garnering high praise from critics and numerous awards from local award-giving bodies. American Director Martin Scorsese, rumored to be attached to a Hollywood remake of The Chaser, has complimented Ha as having as much potential as his The Departed stars Leonardo DiCaprio and Matt Damon. Ha followed this up with a portrayal of a charming scoundrel in My Dear Enemy that same year, showcased his versatility and elevated his status as one of the most sought-after actors in the Korean film industry. From 2008-2009, he took on diverse but compelling roles in The Moonlight of Seoul, Boat, and Take Off. Take Off, based on the Korean national ski jumping team, became one of the biggest box office hits of 2009.