During this time of his life, DiCaprio was still very much loved up with his supermodel girlfriend Gisele Bundchen. The two had been together for five years, but it was slowly becoming clear that—as much as they loved each other—things weren’t working out.
The celebrity power couple called in quits in 2005, and it wasn’t just the two of them that were heartbroken by the ending. DiCaprio’s fans were sad to see his happy relationship come to an end—but they knew that this wouldn’t be the end of the line in his search for love.
As he took time off from the dating scene to allow his heart to heal, DiCaprio poured himself into his work and launched his own production company, Appian Way Productions. Appian Way would see further movies in collaboration with DiCaprio’s friend and inspiration Martin Scorsese, as well as producing some of his own documentaries.