Reddit mentions of Adventures of an IT Leader

OP, run, don't walk, to your local bookstore to buy Adventures of an IT Leader. Read it, love it, live it.

This rant is a living example of why IT doesn't get brought to the decision making table as often as we should. Your point 1 is fine, but your points 2, 3, and 4 just disclose how oblivious you are as to who the salesperson is actually targeting in their pitch. Hint, it's not IT. IT has no money (traditionally) and needs the business to open the purse strings to do anything of any size at all.

A CIO even in a small business is a business focused strategic position. Your job should be to understand the business strategy and align IT resources to complement it (or in some cases performing adjustments all around to compliment business, informational, and organizational strategy).

So my question to you is, how are your business skills? Having tech skills in a position like this helps but it is a very small part of what you will be doing.

This is pseudo fiction. But it is an easy read and really gives a good picture of what it is like to onboard as a CIO. It might be worth picking up a copy to give yourself some idea of what it feels like to deal with IT from a strategic standpoint. http://www.amazon.com/Adventures-IT-Leader-Robert-Austin/dp/142214660X/ref=sr_1_1?ie=UTF8&qid=1347142447&sr=8-1&keywords=%22the+adventures+of+an+IT+leader%22

The book, The Adventures of an IT Leader. Great book written like a story which makes it very engaging, but don’t let the style fool you, it’s a great book.

https://www.amazon.com/Adventures-Leader-Robert-D-Austin/dp/142214660X

In college I had a class that was partly based around Adventures of an IT Leader. Fairly interesting book, well written to keep my attention.

http://www.amazon.com/Adventures-IT-Leader-Robert-Austin/dp/142214660X

Read this book.

Then reconsider getting an IS Masters.

You'd probably be better off getting an MBA.