Usher

The R & B star, Usher, has led an impressive music career starting from the ‘90s. He has won numerous awards and has released several albums to date. He has also got married to his long-time manager and girlfriend, Grace Miguel. He has three children too, but with his previous partner and ex-wife. The first one was with Jenn Goicoechea, while the two were from his first marriage to Tameka Foster. The split has caused a rift between the two, but Usher was able to get full custody of his children.

Being a single parent was tough for the singer, but he made sure that he uses his investments for their betterment. He has a solid relationship with his children and it seems that he was able to handle being a single dad for some time before eloping with his now-wife.