On 3rd of August 2002, Josh got married to love of his life Jennifer Romer. He also had romantic love affairs with her as his girlfriend for several years before getting married. They have also been parents once. There is no any sign of them getting divorced.
In 1988, Josh made his TV debut by starring in the TV commercial for Aim toothpaste. That year, he also appeared in the comedy movie The Wrong Guys playing the role of Kid Belz. He got his rise in fame after he began portraying the role of Paul Joshua Pfeiffer in the TV series The Wonder Years. He is also known for his role in the TV shows like The Ray Bradbury Theater, Reading Rainbow and Fun House. He is also the talented student, he joined Yale University upon his graduation from his high school and then he majored in Political Science. He graduated from there in 1998. He also attended Yeshiva's Benjamin N. Cardozo School of Law and graduated from there in 2003. His annual salary is expected to be high and his net worth is said to be around $500 Thousand.