I also hang on to some outdated hardware and software, I am running Windows XP as a virtual machine on my Mac just so I can still access Garmin Mapsource and Adobe Pagemaker and I keep a Dell 17-in laptop in case of need.
But I do understand that at sometime I am going to have to let go.
I've never thought that buying end-of-life hardware just because it's dirt cheap is worthwhile in the long term, especially the way prices come down year after year.
It sounds terrible that Mark can't run Mac OSX 12.1 (Sierra) which was released only five years ago in September 2016, but in fact OSX 12.1 is backwards compatible with systems as far back as 2007. Apple stopped making the Powerbook back in 2006, so Mark's machine is now at least 15 years old.
Time to let go, donate it to a museum somewhere? 
Can't help with Chris as all we know from Chris is that his Android device is fairly new. Knowing the version number of Android might help. Upgrading to the v11 would at least take one possibility out of the equation.
Can't just sit there saying, "Sorry no time to read the links you posted." 
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"For sheer delight there is nothing like altitude; it gives one the thrill of adventure
and enlarges the world in which you live," Irving Mather (1892-1966)
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