KPW - to jailbreak or not to jailbreak

I've just received a shiny new Paperwhite. I haven't even put any books on it yet (waiting til the cover arrives), nor have I updated to the latest version.

I'm half thinking about jailbreaking it, so I can use the collections manager, but (I admit) I'm scared to try it. (I did try the USE_ALT_FONTS trick, and feel very smug with myself that it worked). I'm not a hardware geek or a software geek, and I'm terrified that I'll do something to mess up my device.

All I want to do is be able to use the collections manager. I've looked at the directions, and it seems rather complex. It's not just installing one jailbreak, but installing a bunch of stuff.

Too, I'm not sure how the collections manager actually works - that is, starting from new books on the device, what is it that i do to get the books into a collection? does it work hand-in-hand with the Kindle Collections plugin in Calibre?

so, my questions are: 1) should a total neophyte like myself risk the jailbreak? and 2) could somebody give me a brief description of how to use the jailbroken collections manager, so I can decide whether it's worth it?

Thanks,

-Becca