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Root Should I root?

I have my phone all customized and set other than a few things which I can't/are hard to do. I also have some concerns about doing it.

1.) How often do they brick? If so what can I do?

2.) Is it hard? Will I got lost half way through?

3.) Can I keep everything as it is or do I have to start over? (Not a big deal.)

4.) Can I under-clock it to save battery? Without noticing to much.

5.) Take screenshots.

6.) Disable the 5 second delay after you press home to make WidgetLock stop yelling at me.

Is it easy to try new root things like it is on a jail broken iPod? What is there? What are custom ROMs, what do they do, and do I want them? Also do you think at this point it's worth it for me?
 
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