After spending a week using macOS Catalina, Erik Eckel reported on the issues he had with using the release.
Some OS versions are better than others. macOS Catalina? I do not think the introduction of the operating system is Apple's most beautiful moment. Let me enumerate the reasons, why not.
In fact, I had problems even before Catalina, macOS version 1
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MacOS Catalina Installation Issues
Installing macOS Catalina also proved problematic. Sufficient to know that you should never interrupt a running OS installation or a running macOS update, or reset a Mac installing a new version with a hard reset.
When I set up the corresponding image with the rotating cursor for hours, I was forced to search for the experiences of others who had the same problem. I immediately realized that I was not alone. Many users complained online about the same problem. The only easy-to-follow guide was to stop the installation by holding down the Mac's on / off switch. Fortunately, the installation of macOS continued after that, but there were restless moments when I wondered if I needed to recover all my data from a local Time Machine backup.
After installing macOS Catalina I suspected problems with the new OS was over. I was wrong.
Problems after installing macOS Catalina
If my Mac is the dashboard of a car, booting displays the equivalent of multiple warning and validation messages. Apple ID, iCloud, and related features generated alerts. Previously validated services, eg. For example, a Remote Desktop connection application aggressively and repeatedly generates error pop-up windows. I had to invest time in system settings to browse security settings and re-enable the behavior of these applications, even though those applications had been previously configured.
Then I turned to Mac and Apple passwords. The Apple ID window has been repeatedly opened and required a re-login, which was displayed again and again after completing the process. Frustrating. I expect better from Apple. The issues were reminiscent of similar experiences with Windows, which led me years ago to switch to using a Mac as a daily production platform.
Ultimately, I was tracking logon issues with Apple ID, iCloud and local computers the need to change my already complex passwords into new entries. Changing all passwords, both locally and cloud-based, was the only solution that I found to work.
SEE: macOS Catalina: Avoid my mistake and wait before upgrading. (ZDNet)  After these problems were resolved, I encountered further problems. Photos were no longer synced and new images were missing. After many attempts and troubleshooting errors, the only solution I found was completely logging out of iCloud and logging in again. This literally took days to complete the corresponding photo and file downloads.
I also found Apple Pay and the associated credit cards did not work anymore on my Mac. After several attempts to just get a fake error message that the action failed because the Mac security configuration changed, I found that the simple solution was to open the lid of my Mac while the feature was reactivated has been. However, the lid for the authorization of face recognition or fingerprint did not have to be open. The lid just had to be open.
In the meantime, I discovered that my VMware Fusion 11 virtual machine was not working anymore. This is a frustrating discovery that you have to make in the evening at midnight before leaving the city. While this is not Apple's fault, the problem was the incompatibility of macOS Catalina with previously installed software, which worked well before installing the macOS upgrade. After a free VMware upgrade to Fusion version 11.5, I was back in business, but the overall process was anything but smooth.
Apple can point to a long success story of elegant operating system upgrades. But as these problems – which have been confirmed to be widespread – show, macOS Catalina did not quite meet these typical standards. We hope that future releases will look better.