Yes. The recommended is 25% over your clean pressure. You can always do deep clean on your sand filter also.
There is no reason I know of, and do no think it a good idea, to add bleach to the skimmer. Easier and more effective to add it around the pool.Ok, so my clean psi was 18, and today it is up to 22 (I added 1 cup of DE which pushed it from 21 to 22) so might be time for a back wash once it goes up to 24 or so?
Is the bleach ok to add right to the skimmer?
If my FC range is 5-8, is it better to be at the high end of that or aim for the middle?
Thanks for answering all my questions
You may do that if you wish. Since it's likely you'll be draining some anyway to winterize your pool, you could just leave it as is and maintain the higher FC levels. You won't actually use more chlorine on a daily basis, it will just be maintained at a higher level.
Yes, plain old bleach is best. Or pool chlorine. http://www.troublefreepool.com/content/142-how-to-chlorinate-your-pool
What you need to do daily is listed here: http://www.troublefreepool.com/content/131-basic-pool-care-schedule