I was playing Fallout: New Vegas, and had maxed out several of my skills before playing Dead Money. I would allocate skill points into a skill, stopping at 84, and use the 4 skill books (with the Comprehension perk) to max out that skill at 100, without wasting any points by going over. (Also, I just want to point out that I did not wait until a skill was 84 to use the skill books - if I found 1 earlier, then I would level it to 88, and so on.)
Then Dead Money provided an additional skill book for each skill, but I hadn't planned on that. Most of those skill books were worthless to me. Its not a serious problem, but just a small something to improve on.
Besides, since you lose all of your equipment at Dead Money's beginning, I don't want to level my Lockpick/Science to 96, and miss out on lots of containers/areas until I find their appropriate skill books in the Villa / Sierra Madre, or hope to luck out and find the right magazine in time.