Didn't see a way to edit my post above, but I tried doing the certbot installation through shell access as well just to see what kind of results that would give. It's giving me the error:
"Unable to find a virtual host listening on port 80 which is currently needed for Certbot to prove to the CA that you control your domain. Please add a virtual host for port 80."
What's weird is my vhost appears to be just fine. See below:
# vhost_start media.net
<VirtualHost 144.202.75.100:80>
	ServerName media.net
	ServerAlias www.media.net
	ServerAdmin webmaster@mediar.net
	DocumentRoot /home/media/public_html
	UseCanonicalName Off
	ScriptAlias /cgi-bin/ /home/media/public_html/cgi-bin/
	# Custom settings are loaded below this line (if any exist)
	# Include "/usr/local/apache/conf/userdata/media/media.net/*.conf"
	<IfModule mod_userdir.c>
		UserDir disabled
		UserDir enabled media
	</IfModule>
	<IfModule mod_suexec.c>
		SuexecUserGroup media media
	</IfModule>
	<IfModule mod_suphp.c>
		suPHP_UserGroup media media
		suPHP_ConfigPath /home/media
	</IfModule>
	<Directory "/home/media/public_html">
		AllowOverride All
	</Directory>
</VirtualHost>
# vhost_end media.net
And here is my DNS zone file as well just in case I didn't do it right:
; Generated by CWP
; Zone file for media.net
$TTL 14400
media.net.      86400      IN      SOA      ns1.media.net.      smt.gmail.com.      (
      				2018091316 ;serial, todays date+todays
      				86400 ;refresh, seconds
      				7200 ;retry, seconds
      				3600000 ;expire, seconds
      				86400 ;minimum, seconds
      )
media.net.      86400      IN      NS      ns1.medianet.
media.net.      86400      IN      NS      ns2.media.net.
media.net.      0      IN      A      144.202.75.100
localhost.media.net.      0      IN      A      127.0.0.1
media.net.      0      IN      MX      5      media.net.
mail      0      IN      CNAME      media.net.
www      0      IN      CNAME      media.net.
ftp      0      IN      CNAME      media.net.
;      Add      additional            
_dmarc      14400      IN      TXT      "v=DMARC1; p=none"
ns1      14400      IN      A      144.202.75.100
ns2      14400      IN      A      144.202.70.100