I tend to agree with him. It takes too long to tell that story. In a boardroom meeting type environment people don't have time or the attention span to settle in for story time. You need to be able to illustrate your point in 3 sentences or less.
Edit: When the situation allows(tbh I rarely miss a chance) I follow up with: You have to thank our sales guys making unrealistic promises for our lack of documentation.
When shit breaks, no one wants to take blame and people start to forget 'selectively' your earlier warnings of shit.