Reading this it had me reminiscing about Sun back in its heyday as a workstation vendor. Sun used to do this stuff, they would bring in a partner who had some critical application and the Sun engineering team and the partner's engineering team, and some "power users" of the tool would all work through what it would take to make the tool work better on a Sun Workstation than any other workstation. Sun engineering got a collection of bugs, features, and investigations that would come out of those exercises. When my wife was at Xerox they were doing similar sorts of studies for document preparation and presentation.
You could do that when the workstation cost $25,000, (in 1990 dollars!) I'm not sure how viable it is when the workstation is less than $5,000.
That said, I really miss using software products where that level of thought has gone into its design. The three 'creative' apps I use (other than writing code) are drawing, schematic capture/board layout (EDA), and writing. All systems that benefit from people investing in how the flow of these things work, and all of which have degraded over time.