You asked I have an IMAC, 21.5", late 2009, High Sierra. I installed TT2019. There is a message that I should upgrade to Mojave. Will I have an incompatibility problem?

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You can upgrade unsupported macs to the os of your choice at your own risk.

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upgrade unsupported mac

If High Sierra works then I should be ok. But will that change for next year?

Mojave is the minimum requirement for 2020.

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