Start with high-confidence outdoor skills books, then narrow by subgenre or adjacent topics.
SAS Survival Handbook, Third Edition
John 'Lofty' Wiseman, John Wiseman
Desert Survival Skills
David Alloway
A Peterson Field Guide to Edible Wild Plants
Roger Tory Peterson
Shelters, Shacks, and Shanties
D. C. Beard
Outdoor Kids in an Inside World
Steven Rinella
The Backpacker's Field Manual, Revised and Updated
Rick Curtis
Build the Perfect Bug Out Bag
Creek Stewart
Bushcraft 101
Dave Canterbury
The Bushcraft Boxed Set
Dave Canterbury, Ph.D. Jason A. Hunt
Animal Tracks
James Kavanagh
The Winter Survival Handbook
Tim MacWelch, The Editors of Outdoor Life
Essential Wilderness Navigation
Craig Caudill, Tracy Trimble
Staying Alive in Avalanche Terrain
Bruce Tremper
Mountaineering: the Freedom of the Hills
Mountaineers Books, The Mountaineers Club
Bushcraft
Mors Kochanski
Primitive Technology
John Plant