That's the nature of improvised music.
Perhaps I misunderstand what you mean but playing in time and in tune is not a matter of subjective interpretation. These factors can be measured. Whether one enjoys whatever is being played in tune and in time is subjective.
The percentage of wholly improvised music in any given Dead show varied but a large percentage of each show was, aside from solos spots, not improvised. They were playing arrangements.
The Dead could be as sloppy and out of tune while playing arrangements as venturing into "Space".
Jazz musicians engage in copious improvisation. They rarely play out of tune/time.

