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What circumstances would cause an MSMQ message to appear in either of the dead letter message queues?

It can happen if an application sends a transactional message to a non-transactional queue or vice versa. Are there any other reasons a message could appear there?

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You could find the most thorough answer here. As long as Negative source journaling is configured, failed messages due to reasons introduced in link should end up dead letter message queue.

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