Content status stuck and shows “In progress – Waiting for Content”

I am having problems re-distributing content to some of my Distribution Points (DPs). I create a Package on my Central Administration Site (CAS), and targeted it to all of the DPs in my environment including those on my Primary and Child Secondary Sites.
The distribution failed on some of the DPs reporting to my Secondary Site. I’ve tried redistributing the content, validating it, updating it, but nothing has worked.
If I look in the ConfigMgr console (under Monitoring\Distribution Status\Content Status), for a Package then click on View Status followed by the In Progress tab, the Status shows as Waiting for content and the Status Type shows as In Progress.
Under the Asset Details if I click More Details it states under the Description:
Distribution Manager successfully processed package “” (package ID = ).
Also if I look in the smsdpmon.log on the DP it states:
Package is verified successfully

If the DP thinks it’s got the content and it’s valid, why is the Status not showing as Success in the ConfigMgr Console?

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