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I know I’m very late to the party on this thread, but it was helpful to me in developing the set up I have and so I thought I’d contribute.

One 4K 2019 21.5” 3.0GHz 6 core iMac with two 2013 2.9Ghz dual core iMacs (a 12.9” and a 10.5” IPad Pro. Linked by two thunderbolt to thunderbolt 3.

I have just bought the 2019 iMac, and toyed long and hard with getting a Mac mini and two 4K curved monitors. However, the sleep/wake issue and the resolution scaling problem resulted in my buying another iMac and using the other iMacs as target displays.

I use my iMacs mostly for word processing and require multiple screens for many documents (from which I compose my research). I may yet move to one 49” curved monitor because the set up I have now is less easy to look at than curved screens, but right now I’m happy with how it sits and I enjoy the ability to split each screen on the monitor into two giving me easy copy and paste functions from other documents.

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Here's mine...To the right there is a 2018 Mac Mini i7 running some virtualisation stuff, and to the left my i9 Macbook Pro.

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What monitor are you using for the Macbook Pro? Is it 4K and if so, do you notice any UI lag?

Here is my basic setup (iMac 2019 with LG 27UD69-W 4K monitor) and a 2016 MacBook Pro with touchbar.
 

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Which USB device are you using, does it still work with Mountain Lion. I am looking to add a 3rd monitor to my 2010 iMac.

The only USB adapter that works is DisplayLink. There are sold under many brand names — look for "uses the free DisplayLink drivers...". Expect to pay around $50. The drivers and updates are free. There is a Snow Leopard/Lion driver still available — there are a few issue fixed in later versions but it does work. See the link below.
https://www.displaylink.com/downloads/macos

DisplayLink boxes will not work if you have High Sierra 10.13.4/5/6 installed. Period. Apple disabled the functionality and there's no workaround. 10.13.3 is fine. Mojave drivers work but not on a 2010. 2011 iMacs can use Apple Airplay as a workaround—again, not possible on the 2010. All is detailed at the link except that the pre-2011 Macs do not support Air Play.

I have a DisplayLink box that I just took out of service. If interested, send me a message. I also have the 10.13.3 complete installer that you would need if you ever upgraded since you won't find that from Apple anymore (the 10.13.6 installer disables the box) and can burn that to a DVD-DL.
 
What monitor are you using for the Macbook Pro? Is it 4K and if so, do you notice any UI lag?

The MBP connects to the dell 4k on the right, however I rarely use it like that tbh - it's usually via screen sharing when I'm at that desk, as my mine work thing there is the iMac Pro. Same for the Mac Mini - connects to the 4k Dell, but I usually screen-share to it.
 
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Here’s my 21.5” 2010 i3 iMac at school with a 20” Cinema Display as its secondary. Ten years in and it still does everything I ask of it as a middle school robotics and coding teacher. 3.06GHz i3, 16GB of RAM, and a 256GB SSD make this baby fly with High Sierra.

Pardon the clutter; I figured I’d offer a day to day action shot rather than a cleaned up beauty shot :p

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I’ve a multi-monitor set up, but I’m having issues with my Target Display iMacs — they keep crashing the drive iMac (that is, when they’re connected the iMac crashes after some (varying) period of inactivity; and when they’re not connected, the drive imac never crashes).

Do any of you have such an issue? I’ve posted a topic about it but had no responses.

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