When a new item is added to a bib with bib-level holds, the holds system is not triggered by the new item, even though it should be (if the item type permits holds according to the circulation rules).
I am not sure about what was the intended behavior here. We display information about holds in acq. Once an item is ready for checkout, it's usually returned and triggers the hold. The checkin can also be used to remove a 'processing' status. I am not sure when the hold should be caught otherwise - on receive would be too early as getting items ready might take a few days depending on workflows.
*** Bug 10440 has been marked as a duplicate of this bug. ***
I imagine Jared meant that the item should show up on the holds queue and I assume with RealTimeHoldsQueue it will now as every change to the record/items will trigger an update. See: https://bugs.koha-community.org/bugzilla3/show_bug.cgi?id=29346#c15