First of all thanks for all the input here! This is exactly what I was hoping to get!
Michaela, I agree completely on not rushing and am looking forward to the show in Denver. I took Stereo Review as a kid in the 70s and 80s, and was proud of my system back then (big JVC receiver, Cerwin Vega speakers, you get the idea). I always coveted the McIntosh/JBL combo from the Dead's "wall of sound", but it was out of my league back then. Not surprising that is what I ended up with now, but I really didn't and don't know much about high end gear. I'm anxious to hear such a variety of equipment all in once place. In the end, I'm happy with what I listen to today so being patient isn't hard.
Bondmanp, your question about what I want to improve is excellent. Let me take a shot at answering it. First thing, I know my digital source needs work. I regularly do a demo where I queue up an mp3, CD, and LP of the same song and then switch between them on my preamp (it allows me to adjust level per source so I can compensate for differing loudness). The mp3 is terrible, and the LP almost always wins. However, I don't think putting my Sonos DAC up against my VPI/Ortofon is a fair fight. The Sonos just isn't as musical, even with a good recording. With a bad one it can be harsh. I'm considering an Oppo 105 right now, but want to do more homework here before I jump. Perhaps just a DAC and keeping the Sonos (I really like the user interface). So digital source is first.
Speakers are more subjective. The first "nice" speakers I chased down were a pair of Polk Audio SDA SRS 1.2tl's. Some here may scoff at them, but those who remember ads from the 80s with Matthew Polk in his white lab coat standing next to them will understand why the latent teenager in me had to have them. I still love the soundstage they have. I swear that when I listen to them I can hear sounds coming from behind me, especially with the right recording. Whatever you think of SDA trickery, to me it works. I run the JBLs because of the improved clarity they have over the Polks. When I play something like "More Than Life" by Whitley the JBLs clearly win. But if I could have the clarity of the JBLs and soundstage of the Polks I'd be even happier. I've even considered modifying/modernizing the Polks or JBLs, and that is still an option I may consider. I'd be curious what this forum thought of comparing modified vintage to newer generation speakers.
It's also interesting to compare my headphones to my speakers. There is a clarity and realism with the Audeze headphones that the JBLs are lacking. I can hear more detail and more "openness". The headphones lack the in-your-face presence and punch of the speakers, especially at volume, but I'd love to get more of that detail and openness in the speakers.
I just got a copy of "Get Better Sound" by Jim Smith and I'm anxious to dig into that. After french_fries comment, I spent about 3-4 hours this weekend listening to different types of music than my usual. I started with Joni Mitchell and ended up with Loreena McKennitt. Surprising to me at least how much I enjoyed music I wouldn't normally "like" when it was played on a good system.
Thanks again...
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dpgaloot