My favourite 5 books are the 12 (!) I list in Complete Checkers; Insights, Page 271-272, together with the order in which I feel they should be studied to the best advantage:
1) Checkers Made Easy (Reisman)
2) Clapham Common Draughts Book (Trott)
3) Familiar Themes (Boland) - his best
4) Principles of Strategy (Ginsberg)
5) Wonderful World of Checkers & Draughts (Wiswell & Leopold)
6) Standard Positions (Duffy)
7) Checkers & the Experts (Chamblee)

Tricks, Traps & Shots (Ryan)
9) Checkers in 10 Lessons (Wiswell)
10) Let's Play Checkers (Grover & Wiswell)
11) Move Over (Oldbury)
12) Basic Checkers (Fortman)
This small and relatively inexpensive library would be invaluable to an inspiring student. I might also mention two brilliant articles in different editions of the Encyclopaedia Britannica - the first by Reisman and the second by Wiswell. In the proper format, these would represent excellent books in their own right.