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We just released another helpful blog for Tips for Safe Upgrading .
No matter which script you use for your website, you'll need to upgrade it from time to time (unless you pick a script that is not under active development which we don't recommend). The article we linked above will help give you tips to safely upgrade your site.
If you still aren't sure about upgrading, just get our support plans as we do include that in our plans. Our link to our plans is in the top menu under Order Support.