lose one's shirt

lose (one's) shirt

To lose a significant amount of one's money (often all of it). This is my last chance—I'll lose my shirt if this business venture fails.
See also: lose, shirt

lose one's shirt

Face financial ruin, go bankrupt, as in He lost his shirt in the last recession. This expression implies one has lost even one's shirt. [Early 1900s]
See also: lose, shirt