AutoSSL is available for free and can be installed using WHM in cPanel. You can use this tool to issue Domain Validated SSLs through Comodo at no additional charge. If you require a different type of SSL you can purchase a 3rd party SSL and install it directly or have us install it for you. SNI is enabled so you can use a single IP to support multiple SSLs.
I have some sites hosted on a shared-hosting/cpanel environment and need to make a move up. I have some experience running my own server, but it is very basic (a local box to do live testing/file serv). My question is how difficult is it to run a VPS, should I buy a managed VPS (with stuff already installed), or unmanaged (blank box), and lastly if I go for unmanaged what steps should I take to keep my VPS secure? Edit: Also how difficult is it to backup files and databases? Can it be automated?
cPanel will do almost everything for you (until things go wrong) but you still need to know how to use bash and yum, how to secure your VPS, and how to troubleshoot your own connectivity issues at a minimum if you decide to roll with an unmanaged service... also, whenever WHM/cPanel sends you an e-mail alert you should read it and follow any links to WHM/cPanel documentation - our support team had far too many cPanel tickets in which the subscriber forwarded along the alert after ignoring the link which described how to solve the problem.
The web and server hosting world is full of abbreviations that look as though they were designed to confuse inexperienced hosting clients: IaaS, PaaS, SSD, SSL, VPN, VPS, and many more. It’s especially confusing when abbreviations are similar, but mean completely different things, as is the case with VPN and VPS. I’ve often heard hosting clients say VPN when they mean VPS, and vice versa.