I do agree with what you're saying... particularly about the poor standard of trials related site design.
But I'm still not overly clear on what you're actually trying to sell...
Is it just a customised Wordpress installation with your theme (which is nice, by the way), plugins, settings etc?
So you sell the installation and then it's up to the site owner to do the rest? The installation, the hosting, the backups, SSHing into the server when you discover that your host has mauled php.ini...
How's the ankle?