Hi RomainP,

I don't know if I really got exactly what you are trying but if I'm right you have the following:

1. structure called "User" with some properties (let's say in this case "username" and "password")

2. List<User> which is set to ItemsSource of ListBox.

And now you want to bind the "username" property to the checkbox content, right? Then you only have to set your binding to this property in your DataTemplate:

<CheckBox Content="{Binding Path=username}" IsChecked="false" />

 That should be working.