The context of the following conversation is Jesse mortgaged their house and gambled with the money, but Jesse lost every penny.:
Jesse says Oh no I am in big trouble!.
The friend responds What's wrong, what's going on?.
Jesse responds I mortgaged my house, got a big amount of money and lost it all..
The friend responds How come?.
Jesse responds I went gambling and I lost everything, I lost every penny..
The friend responds Oh man, that's wrong. I hope you find a solution soon..