I counted every amazon link on every single question and answer page (6,964 pages) from the work & money category of Ask.MetaFilter. This spans more than five years worth of advice.
Personally, I trust this list to be the best books on the topic. That's because I believe in the power of hive minds, and I believe that MetaFilter is one of the best hive minds out there. I don't know why MetaFilter is so good. Perhaps it's because it costs $5 to join the community, or that it has a slight bias for librarians. All I know is that some book recommendations on there have changed my life.
And now I have a lot more reading to do.
-  | What Color Is Your Parachute? 2009: A Practical Manual for Job-Hunters and Career-Changers
(All Editions)
by Richard Nelson Bolles |  |
 | Your Money or Your Life: Transforming Your Relationship with Money and Achieving Financial Independence
by Joe Dominguez, Vicki Robin | |
 | A Random Walk Down Wall Street: Including a Life-Cycle Guide to Personal Investing
by Burton G. Malkiel | |
 | The Money Book for the Young, Fabulous & Broke
by Suze Orman | |
 | Getting Things Done: The Art of Stress-Free Productivity
by David Allen | |
 | The Intelligent Investor: The Definitive Book on Value Investing. A Book of Practical Counsel (Revised Edition)
by Benjamin Graham, Jason Zweig, Warren E. Buffett | |
 | The Millionaire Next Door
by Thomas J. Stanley, William D. Danko | |
 | The Wealthy Barber, Updated 3rd Edition: Everyone's Commonsense Guide to Becoming Financially Independent
by David Chilton | |
 | Graphic Artists Guild Handbook of Pricing and Ethical Guidelines
by Graphic Artists Guild | |
 | Peopleware: Productive Projects and Teams (Second Edition)
by Tom DeMarco, Timothy Lister | |
 | The Four Pillars of Investing: Lessons for Building a Winning Portfolio
by William J. Bernstein | |
 | The Now Habit: A Strategic Program for Overcoming Procrastination and Enjoying Guilt-Free Play
by Neil Fiore | |
 | The Only Investment Guide You'll Ever Need
by Andrew Tobias | |
 | What Should I Do with My Life?: The True Story of People Who Answered the Ultimate Question
by Po Bronson | |
 | How to Win Friends & Influence People
by Dale Carnegie | |
 | I Could Do Anything If I Only Knew What It Was: How to Discover What You Really Want and How to Get It
by Barbara Sher | |
 | The Bogleheads' Guide to Investing
by Taylor Larimore, Mel Lindauer, Michael LeBoeuf, John C. Bogle | |
 | The E-Myth Revisited: Why Most Small Businesses Don't Work and What to Do About It
by Michael E. Gerber | |
 | Fooled by Randomness: The Hidden Role of Chance in Life and in the Markets
by Nassim Nicholas Taleb | |
 | Get a Financial Life: Personal Finance in Your Twenties and Thirties
by Beth Kobliner | |
 | Liar's Poker: Rising Through the Wreckage on Wall Street
by Michael Lewis | |
 | Managing Humans: Biting and Humorous Tales of a Software Engineering Manager
by Michael Lopp | |
 | The Intelligent Asset Allocator: How to Build Your Portfolio to Maximize Returns and Minimize Risk
by William Bernstein | |
 | The Pathfinder: How to Choose or Change Your Career for a Lifetime of Satisfaction and Success
by Nicholas Lore | |
 | The Total Money Makeover: A Proven Plan for Financial Fitness
by Dave Ramsey | |
 | The Two Income Trap: Why Middle-Class Mothers and Fathers Are Going Broke
by Elizabeth Warren, Amelia Warren Tyagi | |
 | Ask the Headhunter: Reinventing the Interview to Win the Job
by Nick A. Corcodilos | |
 | Difficult Conversations: How to Discuss What Matters Most
by Douglas Stone, Bruce Patton, Sheila Heen, Roger Fisher | |
 | Do What You Are : Discover the Perfect Career for You Through the Secrets of Personality Type--Revised and Updated Edition Featuring E-careers for the 21st Century
by Paul D. Tieger, Barbara Barron-Tieger | |
 | Don't Make Me Think: A Common Sense Approach to Web Usability, 2nd Edition
by Steve Krug | |
 | Finding Your Perfect Work: The New Career Guide to Making a Living, Creating a Life
by Paul Edwards, Sarah Edwards | |
 | Good to Great: Why Some Companies Make the Leap... and Others Don't
by Jim Collins | |
 | Growing a Business
by Paul Hawken | |
 | Jim Cramer's Real Money: Sane Investing in an Insane World
by James J. Cramer | |
 | Kitchen Confidential: Adventures in the Culinary Underbelly
by Anthony Bourdain | |
 | Never Eat Alone: And Other Secrets to Success, One Relationship at a Time
by Keith Ferrazzi, Tahl Raz | |
 | Personal Finance For Dummies, 5th edition
by Eric Tyson | |
 | The Complete Tightwad Gazette
by Amy Dacyczyn | |
 | The No Asshole Rule: Building a Civilized Workplace and Surviving One That Isn't
by Robert I. Sutton | |
 | Working: People Talk About What They Do All Day and How They Feel About What They Do
by Studs Terkel | |