I'm aware of this too -- there is a standing wave of businesses with technical debt from their smaller days. Much of the North American economy is underpinned by a volatile mixture of Act! ~2006, MS Access ~2003, and QuickBooks. None of these products like each other, and they are all obsolete.

This is at least a big a deal as, e.g, South Korea's eternal love affair with Windows XP. It shapes the whole technoeconomic apparatus.