Jesse James, the American television personality and former CEO of West Coast Choppers, has been married a total of four times as of my knowledge cutoff in 2021. In this response, I will provide some background information on each of his marriages and the reasons behind their respective endings.

Jesse James’ first marriage was to Karla James, whom he married in 1991. The couple had two children together before they divorced in 2002. The reason for their divorce is not entirely clear, but it has been reported that Jesse’s infidelity was a factor.
Jesse’s second marriage was to adult film actress Janine Lindemulder. They were married in 2002 and had one child together. The marriage was troubled almost from the start, with Janine reportedly struggling with drug addiction and Jesse’s continued infidelity. The couple divorced in 2004.
Jesse’s third marriage was to actress Sandra Bullock, whom he married in 2005. The couple met when Sandra arranged for her 10-year-old godson to meet Jesse at West Coast Choppers as a Christmas gift. They began dating and were married the following year. Their marriage seemed to be going well until 2010, when it was revealed that Jesse had been unfaithful to Sandra. Multiple women came forward with allegations of affairs with Jesse, and the couple divorced later that year.
Jesse’s most recent marriage was to professional drag racer Alexis DeJoria, whom he married in 2013. The couple had been dating for just a few months before they tied the knot. However, their marriage also had its challenges. In 2017, Jesse announced that he and Alexis had decided to divorce, citing his own personal issues as the reason. He later revealed that he had been struggling with addiction and depression.
In conclusion, Jesse James has been married a total of four times. His marriages have been plagued by infidelity and other issues, which have ultimately led to their respective endings. It is unclear whether Jesse will marry again in the future, but it is clear that his past marriages have had a significant impact on his personal life and public image.