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Messages, conversations, not working

Several replies I've sent to a member in conversations have not gone through. Even a new conversation sent to the member didn't reach him.

I submitted this issue to the contact site link at the bottom of pages, and messaged a mod. Ironically the problem may prevent that info from getting through to mods so I'm starting this thread.
 
If that happens more often what is the solution to the problem. It seems like it may be a usability concern that tb may want to look into. Speaking from firsthand experience here. :) I may have ignored someone using the app because of the size of the button or he really just didn't want to talk to me. Which I don't think so since I'm painting his bass lol.

Any help would be appreciated. Do we have an undo button?