one thing real quick, I am running let's encrypt from source this time, 
last crack at it, get this error in the prompt:

AH00526: Syntax error on line 4 of /etc/apache2/sites-enabled/sld.conf:
Name duplicates previous WSGI daemon definition.

<VirtualHost *:80>
                ServerName skylinedev.net
                ServerAlias www.skylinedev.net
                WSGIDaemonProcess sld 
python-home=/var/www/SkylineDevelopment/FlaskApp/FlaskApp/venv                  
   
#  ???
                WSGIProcessGroup sld
                WSGIApplicationGroup %{GLOBAL}
                WSGIScriptAlias / 
/var/www/SkylineDevelopment/FlaskApp/flaskapp.wsgi
                <Directory /var/www/SkylineDevelopment/FlaskApp/>
                        Order allow,deny
                        Allow from all
                </Directory>
                Alias /static 
/var/www/SkylineDevelopment/FlaskApp/FlaskApp/static
                <Directory 
/var/www/SkylineDevelopment/FlaskApp/FlaskApp/static/>
                        Order allow,deny
                        Allow from all
                </Directory>
                ErrorLog /var/www/SkylineDevelopment/logs/error.log
                LogLevel warn
                CustomLog /var/www/SkylineDevelopment/logs/access.log 
combined
</VirtualHost>

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