Upgrade 2019 iMac 27-inch and monitor recommendations

I have a 2019 iMac 27inch with a 2TB SSD drive. Apparently this is considered "vintage" and I can't run some software on it, and in addition I've been having some crashes that I've not been able to solve. With that in mind I'm considering upgrading. I love the 27 inch screen; cannot settle for anything less.

What would be an upgraded system that would match what I have now with a better processor, and what would be an excellent monitor to use with it? TIA

iMac 27″, macOS 15.7

Posted on Feb 2, 2026 3:30 PM

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22 replies

Feb 3, 2026 8:43 AM in response to -g

OK, those are all helpful. I'll see what I can remove. I need my Cisco VPN for work purposes, but it's never caused problems before. My drives: a time machine drive; two separate drives for Carbon Copy Cloner backups; a drive with RAW image files; and a small external drive with large video files. Appreciate your patience; I'm really far from an expert on these kinds of details.


Feb 3, 2026 5:45 PM in response to davidra

davidra wrote:

OK, those are all helpful. I'll see what I can remove. I need my Cisco VPN for work purposes, but it's never caused problems before.


That sounds like a different type of VPN than the ones the others are advising against.


There are two basic types of VPNs. One connects your computer to a private network, such as your employer's network. Your traffic goes across the public Internet, but typically it is encrypted, and you cannot connect to the private network unless you can satisfy some authentication requirement. Think of that type of VPN as a drawbridge connecting a secured outside area to a castle behind a moat. It is, in essence, extending the private network (such as the work network) to include your machine.


The other type of VPN connects your computer to some random spot on the public Internet somewhere. People use this type of VPN to try to hide their location from movie streaming services, financial institutions, etc. (Many of those know it, and will reject connections coming from known public VPN outlets.). Once your packets leave that type of VPN, they still have to go through the public Internet without any extra protection. Also, some of the providers of this type of VPN have been caught snooping on the data that people send through the VPN. Even if you are visiting https sites, and the connection is end-to-end encrypted, they can still gather information about who you are talking to – so instead of extra privacy, you get the exact opposite.

Feb 4, 2026 11:17 AM in response to davidra

Have you installed and run any "cleaning", "optimizing", "speed-up", anti-virus or VPN apps on your Mac? If you have remove them according to the developers' instructions and their supporting files with the shareware app Find Any File to search for any files with a particular file name.  For XXXX software you'd do the following search(es): 


1 - Name contains XXXX


Any files that are found can be Option dragged from the search results window to the Desktop to get a copy of the file.


FAF can search areas that Spotlight can't like invisible folders, system folders and packages.  


Upgrade 2019 iMac 27-inch and monitor recommendations

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