Would it be possible, without breaking the messenger 
paradigm very much, to provide some way of knowing 
which messages had not been delivered after a specified 
time?

i.e.

pn_message_set_ttl ( message, seconds );

and then maybe

int n_dead_letters = pn_messenger_expired ( messenger );

for ( i = 0 ; i < n_dead_letters; ++ i )
{
  pn_messenger_get_dead_letter ( messenger );
  /* app does something with dead letter */
}

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