Today I attended the TechTarget Online ROI Summit. Great seminar: most importantly one of the panels was focused on 'Understanding the CIO's Agenda and Making Sure you are on it.' Interesting panel. Panelists included the following CIOs: Jay Leader (iRobot), Paul Neilsen (PlumChoice Online PC Services), and Stephen A. Morin (TAC Worldwide.) Interesting questions were asked and important points raised.
The biggest question asked was how to sell to a CIO. The simple answer: good luck, you'll damn well need it.
Bottom line: you don't get the opportunity to sell to the CIO, and if you do you better realize you're damn lucky to do so. They are busy. REALLY busy. If you think for one second that you are going to sell them on the technical merits of your product or solution you've already lost. They have people waaaay down the hierarchy from them with the technical expertise will vet your solution or product before it ever - I mean EVER - hits their desks. They care about three things:
Sounds harsh, but to be honest it's totally and invigoratingly enlightening and starkly honest. Bottom line: CIOs have NO TIME for BS. They have powerful filters that ensure that whatever hits their desk is damn well important. And when it hits their desk you had better be seriously prepared to deal with the barrage of questions they are going to ask to prove the ROI your solution offers over what they currently have - if anything - and why they should spend the next 2 minutes listening to you. You think you're going to get them on the phone using the standard pitch? Think again.
They have problems to solve, and those problems are BUSINESS problems, not technical ones. Make sure you've done your homework on not only your offerings but also their company. They don't have time for BS. Make your case, make it quick, and make it compelling from a business value - NOT a technical superiority - perspective.
To sum up: CIOs don't care about technical excellence. They have people to tell them what technical excellence means. They care about business value. Botttom lines. Solve my pain. Prove the ROI. Master these and you'll win.