Simon Cowell, Net worth: $570 Million – Gulfstream G550, Estimated $61.5 Million

Simon Cowell is a very successful TV judge and music executive who has been appearing on different shows for more than a decade already. Since he is always traveling back and forth from the United Kingdom and the United States, buying a plane for himself seems like a smart investment. Cowell got to acquire a nice Gulfstream G550, which is estimated to be worth around $61.5 million. You can just imagine how much time he gets to save because he has his own plane. As of 2019, you can see Cowell as a judge on America’s Got Talent: The Champions.