Agent Status when attempting to run patch policy

So I have a few devices that get stuck on the "Status - Checking" when attempting to run a patch policy. I've tried unregistering the machines and changing policies but that doesn't seem to help. I've tried uninstalling Pulseway from the device and then reinstalling. The only way I've been able to get past this issue, is to fully wipe the device and start over. Has anyone else experienced this issue?