Programming:
Getting Real
The Pragmatic Programmer
Hackers and Painters
Business:
Good to Great
Start Your Own Business (I knew basically nothing about small business before I started, and it's a good intro)
Crossing the Chasm (good so far, haven't finished)
Technology/Culture:
The Long Tail
The World is Flat
Productivity/People:
Getting Things Done
Getting to Yes
How to Win Friends and Influence People
Programming:
Getting Real
The Pragmatic Programmer
Hackers and Painters
Business:
Good to Great
Start Your Own Business (I knew basically nothing about small business before I started, and it's a good intro)
Crossing the Chasm (good so far, haven't finished)
Technology/Culture:
The Long Tail
The World is Flat
Productivity/People:
Getting Things Done
Getting to Yes
How to Win Friends and Influence People