I think it would be really helpful to be able to set default styling for user annotations in FME Workbench. This could be done via a new dialog within FME Options, or there could be an option to right-click on an annotation and "Set As Default Style". If you went with a dialog within FME Options, you could include checkbox options to "Auto-color annotations by enclosing bookmark color" as suggested by @FMELizard and to "Make Word Wrap as Default" as suggested by @dorgin.