Solved.  There were residual py*37 files in PIL, so 
rm -rf ~/weewx/bin/PIL/*
followed by a python3 setup.py install (I'm not sure that was needed)
and it's all good.
On Friday, July 31, 2020 at 6:15:27 PM UTC-7 [email protected] wrote:

> You've got me stumped. I would try the uninstall/install. Make sure you 
> don't do it from the weewx home directory.
>
> But, before you do, how about seeing what's in that home directory?
>
> *ls -l /Users/rycweather/weewx/*
>
> Then try the uninstall/install:
>
> *cd ~*
>
>
> *pip3 uninstall PILpip3 uninstall Pillowpip3 install Pillow*
>
> On Fri, Jul 31, 2020 at 5:27 PM [email protected] <[email protected]> 
> wrote:
>
>> That looks ok also.
>> └─[$] <> python3 -c "from PIL import _imaging; print(_imaging.__file__)"
>> /usr/local/lib/python3.8/site-packages/PIL/_imaging.cpython-38-darwin.so
>>
>> On Friday, July 31, 2020 at 3:32:19 PM UTC-7 [email protected] wrote:
>>
>>> Looking back at your original post, I'm wondering if you're missing the 
>>> C library _imaging. Try this:
>>>
>>> *python3 -c "from PIL import _imaging; print(_imaging.__file__)"*
>>>
>>> You should get something like
>>>
>>> /usr/local/lib/python3.8/site-packages/PIL/_
>>> imaging.cpython-37m-darwin.so
>>>
>>> If you get an exception, then try uninstalling both PIL (in case it is 
>>> present; it shouldn't be), and Pillow, then reinstalling just Pillow:
>>>
>>>
>>>
>>>
>>> *pip3 uninstall PILpip3 uninstall Pillowpip3 install Pillow*
>>>
>>> See if that helps.
>>>
>>> -tk
>>>
>>>
>>>
>>> On Fri, Jul 31, 2020 at 2:12 PM [email protected] <[email protected]> 
>>> wrote:
>>>
>>>> Seems OK.
>>>> └─[$] <> pip3 list -v
>>>> Package    Version Location                               Installer
>>>> ---------- ------- -------------------------------------- ---------
>>>> Cheetah3   3.2.5   /usr/local/lib/python3.8/site-packages pip
>>>> configobj  5.0.6   /usr/local/lib/python3.8/site-packages pip
>>>> ephem      3.7.7.0 /usr/local/lib/python3.8/site-packages pip
>>>> Pillow     7.2.0   /usr/local/lib/python3.8/site-packages pip
>>>> pip        20.2    /usr/local/lib/python3.8/site-packages pip
>>>> pyephem    3.7.7.0 /usr/local/lib/python3.8/site-packages pip
>>>> pyserial   3.4     /usr/local/lib/python3.8/site-packages pip
>>>> pyusb      1.0.2   /usr/local/lib/python3.8/site-packages pip
>>>> setuptools 49.2.0  /usr/local/lib/python3.8/site-packages
>>>> six        1.15.0  /usr/local/lib/python3.8/site-packages pip
>>>> wheel      0.34.2  /usr/local/lib/python3.8/site-packages
>>>>
>>>>
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