My one and only bit of advice is for a first timer to only use a live usb/disc for a week, doing the most common things.
That assumes they don't know anyone willing to put the time and effort into helping them migrate. If you have help, I don't believe you'd have to have as long a trial period. A day or two at most.
Reasoning is that you never notice everything that might need troubleshooting the first few days. Making sure of that is much better done before trying to install and jump in, even with a dual boot set up.