My testing showed that the update to version 2306 build 16529.20154 that was released June 26, 2023 removed the Startup Options on the General tab of Outlook (which has Ask to open items as the default setting, which causes the popup questions). To prove this I rolled back to the prior version 2305 build 16501.20210, which restored the 3 Start up options on that General tab. After the upgrade to version 2306 I did not get the popup box asking to reopen items, but I had that option set to Never reopen items selected before the upgrade occurred. I checked and that Registry key is set to the value of 1 which is for the Never option (0 is for Ask and 2 is for Always open items). Changing that key value to 1 should work.