Upgrading The OS On Ancient iMac late 2015 model

So I recently had to update the OS on my iMac, which I have put off for the longest time as the last time I did it, it didn't seem to go well.

The system hung and got stuck, so I used Time Machine to reverse it.
However recently I accidentally updated the OS on my iPhone and I was forced to act in order to continue syncing with my phone and the iMac. My iMac is a late 2015 27" model and can be updated up to the OS Monterey 12.7 
This has it's benefits as my Mail app has not been syncing my hotmail, and work mail for a while as the OS is too old - 10.14 so it has stopped and even the browsers could not be updated too.

So I bit the bullet, and went ahead.

First thing in any update, back up your data, so I made copies of my photo library, my music and my work file. Twice. And in different locations, plus iCloud. I have tons of data, photos and music and the photos of my baby are irreplaceable.

Then I did the install, which will take about 3-4 hours even on my SDD OS drive. The moment of truth came when it restarted and initially it seemed ok, but I quickly noticed something was wrong when the browsers were slow and did not have my history or settings. Then the Finder froze and despite restarting twice, I could not get the thing unstuck. I was beginning to panic.

Now google is your friend and I found others who had experienced this before so the key steps are in the search phrases
"finder not responding macOS Monterey" 

These tips are important:
You   may need to relaunch the Finder, but if it is stuck, then you go to the next phase.

The key points to do are to update the OS and all other software, but in order to get there, you need to restart in SAFE MODE using the shift key once you start the mac (for intel Macs)

Then if the Finder responds, you then add all the latest software version, and in some cases, you need to deactivate iCloud, but there was no need to dump iCloud in my case, I turned off my external drives one by one and then the Finder worked again. It's slow work especially on an old mac like mine

After the Finder function stabilised, I also found that iTunes lost my playlist and I found the answer here on this link: 

"The key was in how you open the MUSIC app.    Hold down the OPTION key while opening the MUSIC app.    You will see a dialog box.   Pick the option "Choose Library".     Now, navigate to your ITL file (not XML) for the old iTunes database you want to import and double click it.  The MUSIC app will then ask you to Save this as a new Music Library.  Give it a different name than your other library(s).    Pick a location etc.    Once that is done, you still have one final step - to change the default directory of your actual music files.  Go to MUSIC preferences, select Files directory, and change it to where your actual audio files are.    MUSIC app will then ask you to organize, click YES.   This took 2 hours to do on my iTunes database (153,263 songs, library size 8.4 TB).   I was originally on Sierra 10.12.6 using iTunes 12.8.2.3."

It takes a long time if you have as many songs as I, so let it run. 


The key is to keep calm and carry on. I must say, I was reading LUKE and the assurance that in the grand scheme of things, the Lord will provide and you just need to keep calm and work through the various solutions. 


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