Choosing a CDO - how transferable are digital transformation skills?

Good debate at La Fosse today - how transferable are digital transformation skills - is specific domain expertise essential - or does highly focused domain expertise without breadth in the fundamentals just reproduce past systems. Also interesting to consider does extended experience of past internet technology cycles - being engaged in the 1998, 2000, 2004 and 2007 cycles give insights or are past technology cycles irrelevant to current expectations and transformations?

Reinterpretation of Gartner's Hype Cycle due to experience informing selection and implementation. From Digital Transformation ISBN-13: 978-1500448486 

Is this a cycle that you can learn from or is each one different? The conclusion affects whether there is value in staff with long term Internet experience or whether these is more value in being advised by younger staff. This is actually something that is discussed in detail in Digital Transformation ISBN-13: 978-1500448486 and it looks as though Zuckerberg's insight just doesn't hold up to the evidence.