Issue is not related to the "wait for printers to be created (server desktop)" policy setting.
CWA Windows fix.
There is a fix for this issue in CWA 2511 .
A popup saying Please wait for printer connection or cancel connection might appear after launching a published desktop if a connected IPP printer is offline. [CVADHELP-28337]
On logon the VDA attempts to redirect both online/offline printers.
As a result "Waiting for printer connection" popup appears on the screen for the first few minutes after logging in.

If the popup message is cancelled it can reappear again .
After a few mins the message disappears completely..