Check this SO thread about certificate problems on Macs:
https://stackoverflow.com/questions/41691327/ssl-sslerror-ssl-certificate-verify-failed-certificate-verify-failed-ssl-c

Or, it could be WU messing around with their certificates, again. It has
been a recurring problem for the last 2 months. See
https://apicommunity.wunderground.com/weatherapi/topics/ssl-certificate-error-9lwea9u1krwgd

On Sun, Feb 23, 2020 at 6:11 AM Mike Revitt <[email protected]> wrote:

> Just trying to import some data from Weather Underground
>
> I am getting an SSL Certificate error, even when trying to connect to my
> own station.
>
> Guessing there is a certificate I need, but can't work out which one.
>
> This is the one I want to import
>
> Using WeeWX configuration file
> /Users/Mike/OneDrive/Mike/WebSites/Weewx/ModifiedScripts/4.0.0/weewx-iMac-sim.conf
> Starting wee_import...
> Observation history for Weather Underground station 'EGNM' will be
> imported.
> Using database binding 'wx_binding', which is bound to database 'weewx.sdb'
> Destination table 'archive' unit system is '0x01' (US).
> Missing derived observations will be calculated.
> This is a dry run, imported data will not be saved to archive.
> Starting dry run import ...
> Records covering multiple periods have been identified for import.
> Unable to open Weather Underground station EGNM  or  <urlopen error [SSL:
> CERTIFICATE_VERIFY_FAILED] certificate verify failed (_ssl.c:749)>
> **** Unable to load config file.
> **** <urlopen error [SSL: CERTIFICATE_VERIFY_FAILED] certificate verify
> failed (_ssl.c:749)>
> **** Nothing done, exiting.
>
>
>
> This is what happens if I use my own station ID
>
> Using WeeWX configuration file
> /Users/Mike/OneDrive/Mike/WebSites/Weewx/ModifiedScripts/4.0.0/weewx-iMac-sim.conf
> Starting wee_import...
> Observation history for Weather Underground station 'iHUDDERS4' will be
> imported.
> Using database binding 'wx_binding', which is bound to database 'weewx.sdb'
> Destination table 'archive' unit system is '0x01' (US).
> Missing derived observations will be calculated.
> This is a dry run, imported data will not be saved to archive.
> Starting dry run import ...
> Records covering multiple periods have been identified for import.
> Unable to open Weather Underground station iHUDDERS4  or  <urlopen error
> [SSL: CERTIFICATE_VERIFY_FAILED] certificate verify failed (_ssl.c:749)>
> **** Unable to load config file.
> **** <urlopen error [SSL: CERTIFICATE_VERIFY_FAILED] certificate verify
> failed (_ssl.c:749)>
> **** Nothing done, exiting.
>
>
>
> Don't know what ssl.c.749 is, but that looks like the culprit
>
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