5. Bijou Phillips
Expanding his influence beyond romantic ties, DiCaprio is credited with dating model and actress Bijou Phillips in 1998 when she was merely 18. Beyond the romantic connections, he played a pivotal role in Phillips’ career, facilitating her introduction to director James Toback, renowned for his work in “Black & White” (1999). This liaison showcases DiCaprio’s multifaceted impact on the lives of those he connects with romantically and professionally.