1. Justin Bieber & Hailey Baldwin

Hailey Baldwin is the daughter of Stephen Baldwin and Justin Bieber. Justin Bieber is a pop star who has had hit songs like "Baby", "What Do You mean?" Justin Bieber is significantly richer than Hailey Baldwin. Hailey has an estimated net worth of 20 million. Justin's estimated net worth is estimated at $285 million. Justin's accomplishments in the business of music can be seen in this gap however Hailey has also had financial success.