Business models, computing paradigms, delivery expectations, customer satisfaction, and profitability are all in flux. The ability of IT talent at all organizational levels to understand business as it stands and how it will morph in the future while maintaining and improving service delivery is no small feat. Can we prepare our IT people proactively or is it going to be a catchup game? Will our efforts to manage the skills gap even be adequate? What are organizations doing or should be doing to manage the IT skills gap and sustain delivery for now and in the future?