Jay,
Just watched your video--sensibly put. Smart to go slowly and modestly at first. Try a few cheap but excellent moving coil cartridges. A few years ago, I was tempted by possibly the fastest one-the $7K Van den Hul Colibri (like the fast bird, colibri), but I was nervous about the exposed naked stylus. If you want detail, the Rega Apheta 3 at about $2K, is a top choice. Lyra is known for accuracy with some midrange sweetness, so you might consider their cheaper cartridges. Read the latest S-phile review of the Luxman LMC-5 moving coil cartridge, which may offer what I think you like--clarity with some midrange sweetness, for $2695. That would be my top recommendation for you.
I bought a refurbished Denon 305 recently for $500 from Cartridge Retipping, 69 Ballard Drive, West Hartford, Conn 06119. I forgot how I found this retipper guy, maybe eBay. He has a large selection and turnover of all kinds of cartridges, and would be a great resource. My 1982 Denon 305 until recently was the fastest clearest cartridge I ever owned, and on my Goldmund Studio TT + Alphason arm, beat the heck out of CD for speed and snap. You probably would find it too ruthless for you, but I mention it to illustrate that analog can have any sonic trait you want. Oz clearly likes euphonic components--tube electronics, Koetsu. You will probably at first like the excursion into euphonic analog with his setup. But later you will crave the digital precision you now have, although to make a fair comparison, physical analog should be compared with physical digital, using CD/SACD on a transport. Just don't make any definitive conclusions about analog vs digital until you have tried a sampling of TT's, arms, cartridges. Try a new Rega Planar 10 + arm + Apheta cartridge all set up and ready to go, for $7K. That is high quality at a cheap price that enables you to learn a lot by swapping different modestly priced cartridges. Some people, especially reviewers, have TT's with a few arms, to make comparison of cartridges easier.
Never spend big bucks on any cartridge. High price is absolutely no guarantee of sound quality and whether you like that particular sound. MOST IMPORTANTLY, all cartridges have a break in process that is more dramatic in extent than any other component you have had. Worse, the lifespan for top sound quality is only about 1000 hours, although I got lucky with my Denon 305 which was superb for many thousands of hours. Most of my other cartridges became dogs after fewer than 1000 hours. Don't waste the lifespan of a cartridge when doing A/B tests of other components--that's why I used CD for such testing. Use the cartridge to settle down and enjoy the music.