reinstalling files and upgrading OS on a newly purchased OWC iMac

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landman36


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Trying to plan installation of existing files/apps on newer iMac from 2008 iMac which has some issues. Also plan to upgrade to Yosemite in the process.
 
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Lifeisabeach


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Your Mac's Specs
2019 iMac 27"; 2020 M1 MacBook Air; macOS up-to-date... always.
Ok. So what's the question?
 
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landman36


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Question: If I migrate the files, apps, mail, etc. from 2008 2.4 Ghz, 4 GB iMac to the 2011 (27" iMac) both with Snow Leopard 10.6.8 OS, when there is a problem with my existing Apple Mail software (does not show Sent files) (they show up on the Library) and there is also noted "issues" when running Disk Utility on the HD, will I mess up the Snow Leopard installation on the newer iMac? Would it be best to install Yosemite upfront on the newer iMac before moving files over? Not sure where to start with these problems.

I have 6 FW and USB external drives on the older iMac.
 

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