As mentioned by fitness1, “if it ain’t got that swing” - you have to be able to get into the groove of the rhythm section (bass and drums), and from a listening perspective vinyl is able to provide the depth of that swing that digital media is not so convincing at.
Jazz guitar is a very lengthy (in time) phenomena - but I would point out the Grant Green clip provided above is a good example of how watered down jazz became after the classic be boppers of the early 1960s (of which he himself was a former pioneer).
Sorry to say, but if you really want to “get” jazz, you should try to wrap your mind around John Coltrane - and I found out a long time ago this forum is characterized by the completely different aesthetic of the Beatles generation.
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