Website is forwarding to https version, but stripping out any / in the URL causing it to fail

I’m having an issue I can’t solve.  I have a number of Wordpress sites running on a TKL LAMP instance.  If the root page is requested, or the link/manually typed URL includes https, they are being forwarded to the https version of the site properly.  However, if one simply types www.mysite.com/coolpage/ (without the https) the server responds to the http request and then forwards to the https version, but it strips out any slashes in the URL – so you wind up going to https://www.mysite.comcoolpage which obviously doesn’t work.  

Any idea on what I’ve done wrong?  

Here is my .htaccess

# BEGIN WordPress
# The directives (lines) between "BEGIN WordPress" and "END WordPress" are
# dynamically generated, and should only be modified via WordPress filters.
# Any changes to the directives between these markers will be overwritten.
<IfModule mod_rewrite.c>
RewriteEngine On
RewriteRule .* - [E=HTTP_AUTHORIZATION:%{HTTP:Authorization}]
RewriteBase /
RewriteRule ^index\.php$ - [L]
RewriteCond %{REQUEST_FILENAME} !-f
RewriteCond %{REQUEST_FILENAME} !-d
RewriteRule . /index.php [L]
</IfModule>
# END WordPress

## Wordfence WAF
<IfModule mod_php5.c>
    php_value auto_prepend_file '/var/www/Mysite.com/htdocs/wordfence-waf.php'
</IfModule>
<IfModule mod_php7.c>
    php_value auto_prepend_file '/var/www/Mysite.com/htdocs/wordfence-waf.php'
</IfModule>
<IfModule mod_php.c>
    php_value auto_prepend_file '/var/www/Mysite.com/htdocs/wordfence-waf.php'
</IfModule>
<Files ".user.ini">
<IfModule mod_authz_core.c>
    Require all denied
</IfModule>
<IfModule !mod_authz_core.c>
    Order deny,allow
    Deny from all
</IfModule>
</Files>

And here is my website’s config file (edited for privacy)

<VirtualHost *:80>
    ServerName Mysite.com
    ServerAlias www.Mysite.com
    Redirect / https://www.Mysite.com
</VirtualHost>

<VirtualHost *:443>
    ServerName www.Mysite.com
    ServerAlias Mysite.com
    ServerAdmin me@Mysite.com

    DocumentRoot /var/www/Mysite.com/htdocs

    SSLEngine on
    ServerAdmin me@mysite.com

    Alias /.well-known/acme-challenge /var/www/lets-encrypt
    <Directory /var/www/lets-encrypt>
        Options None
        AllowOverride None
        Require all granted
    </Directory>

    SSLCertificateFile /var/lib/dehydrated/certs/mysite.com/fullchain.pem
    SSLCertificateKeyFile /var/lib/dehydrated/certs/mysite.com/privkey.pem

     <Directory />
        Options FollowSymLinks
        AllowOverride All
    </Directory>

    <Directory /var/www/>
        Options FollowSymLinks
        AllowOverride All
        Order allow,deny
        allow from all
    </Directory>

    CustomLog /var/log/apache2/Mysite.com-access.log combined
    ErrorLog /var/log/apache2/Mysite.com-error.log
    LogLevel warn

</VirtualHost>