Good spot Alan, I have documented how to do that here 
<https://www.cougar.eu.com/useful-guides/weewx-guides/upgrading-to-sierra-with.html>

On Tuesday, April 17, 2018 at 8:52:20 AM UTC+1, Alan Klein wrote:
>
> Just a heads up for others that are trying to install weewx on Mac OS X 
> 10.11.X and earlier releases and are using Pillow instead of PIL, or if you 
> recently updated Pillow to 5.1.0 and use an older version of Mac OS X
>
> There is currently an issue with the Pillow 5.1.0 release not being 
> compatible with the older versions of Mac OS as it was built for Mac OS X 
> 10.12.
> https://github.com/python-pillow/Pillow/issues/3068
>
> The good news is that this is planned to be fixed in release 5.1.1 of 
> Pillow.
>
> Until resolved, run the following when installing Pillow to pull in 
> version 5.0.0 which was compatible with older versions of Mac OS X.
>
> sudo pip install Pillow==5.0.0
>
>
> Hope this helps others!
>

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