My friend inclines towards pop, rock, classical, and jazz.
I’m hoping to keep some factors outside the core question -- excluding cost, availability of content, fussiness or convenience, etc. He has funds for those things and has time. He considers this a hobby and does not demand it necessarily be as easy as possible. So, this is a question about what-it-would-take to reach a roughly equivalent sonic outcome using the competing hardware. Sorry I didn't make that clear.
I’m hoping to keep some factors outside the core question -- excluding cost, availability of content, fussiness or convenience, etc. He has funds for those things and has time. He considers this a hobby and does not demand it necessarily be as easy as possible. So, this is a question about what-it-would-take to reach a roughly equivalent sonic outcome using the competing hardware. Sorry I didn't make that clear.