Updates Not Installing by Install Deadline

Hello all!

We have an organization with about 12,000 Windows 11 Workstations. I'm noticing that even though install deadline is set, and updates are allowed to be installed before install deadline hits, we are noticing in Software Center that updates say "will install after _____" (deadline date). How can I change this? I want updates to install during the maintenance window as well as a reboot. What am I missing?

Connor