In 1999, Ji appeared in the music video for Jo Sung-bin's "Like a Third-rate Movie," and he made his acting debut in 2000 with the television drama Female Secretary. In the next few years, he continued his television career with Juliet's Man (2000), Four Sisters (2001), and the Korean-Japanese co-production Afternoon After the Passing Rain (2002) with Ryoko Yonekura.