When communicating over a messenger app and there are significant gaps in the conversation remember that it is not a continuous conversation even though the app thread makes it seem that way. When any amount of time has passed the topic of the conversation is no longer top of mind of the other person and they do not remember all the details of the discussion.
Also, make sure you are not multitasking if you have engaged someone in a chat. Waiting for responses is frustrating and inefficient.