When you receive a message
The general settings that can be done in Work2Go applies only how to handle incoming requests, we recommend using the “Ask Me” so you per message can choose if you want to send out an read receipt or not. Settings > E-mail: Receipt of notice
When you send a message
To request a read receipt on messages sent from yourself, choose this option per message, instead of changing the general settings in case you want or do not want to request a read receipt on all sent messages.