One of the things I try to do is make sure that I stay on top of newest thoughts from across many different disciplines. In order to do that, I constantly read as many different mediums as possible. It is important that you read things that challenge your current thinking, even if you later think they are not worth your time. With that in mind, here is a my suggested reading list:

Books:
Black Swan by Nassim Taleb
Winning by Jack Welsch
The Next 100 Years by George Fiedman
Moneyball by Michael Lewis
The Halo Effect by Phil Rosenzweig

Watch:
TED Talks
SLOAN Sports Conference
RSA

Blogs:
The Ad Contrarian
Less Wrong
Web Analytics Action Hero
The Oatmeal – Good reminder to not take things too seriously

Articles:
These articles are not ones that I always agree with (I often don’t), but I think they are important to help people get a read on various important concepts within our industry:

A Leader’s Guide to Data Analytics
Expert Wrongness and the Streetlight Effect – This might be my favorite article in the last year.
Just how many sneaky little bastards are there in our industry?
Dan Ariely on dishonesty
Big errors with big data by Nassim Taleb
Why organizations resist using data rationally
Why Marketers are bad with data
Experiment based measurement versus evidence based
How do you create a marketing function for the future?
Why we are awful with numbers

I especially want to highlight this section:

The world is a chaotic place, we need to account for the fact that anything can happen. Business planning based on the false certainty of “controlled” studies isn’t science, it is pseudoscience. We need to return to a more iterative, less certain model for strategy.

Causal analysis versus correlative analysis
Why P Values are abused
All about the problems with “statistical” in “statistical confidence”
Statistics Declares War on Machine Learning
On how assumptions kill models
What does random really mean?