Willie Nelson, 89 – $25 Million

Even though the first few years were tiresome and trying, Willie Nelson did not give up on his dream of becoming a musician. It made for a wonderful success story today as he boasts 70 solo studio albums, with the 71st, That’s Life, coming up in February 2021.

At least 25 of Nelson’s singles have topped the US charts, earning him a prestigious place in the American music industry. Now aged 89, Nelson boasts a fortune of $25 million although, it wasn’t always the case. In fact, he had money trouble in the ’90s caused by poor financial management. Nelson is on his fourth marriage and a father of seven.