I found myself laughing out loud as I read your last post. 800 pages with 1000 reactions ?!? Talk about overkill.
Know all the major function groups (which aren't hard to know!). That totals perhaps 15 or 20.
Know the major reactions involving those function groups. With more common or prevalent function groups (alcohols, acids, ethers, ketones, aldehydes), know the common 2-3 step reactions involving them.