Help me spend $100,000 on a new system

Sounds like you are already listening to some pretty kick-ass stuff. Stuff, anyway, that would kick my stuff’s ass.

I always thought that if I had a lot of disposeable cash to play with I’d want to get into some of Cary’s SET stuff. Back in the early ’90s I got a guy I worked with interested in tube gear and I turned him on to my dealer in Filthadelphia. The friend I worked with had bumped into the station from a station in California that had been closed and he had a lot of money (all things being relative) to play with, and, among other things, the dealer set him up with Metaphor speakers and a pair of Cary 805s. The system the dealer sold him cost around 20k, so I do not know what the appreciation on that over 30 years would be. (20k on "a stereo" was enough to blow everybody’s mind at work, however.) I always felt the dealer undersold him on the preamp and digital front end.

Anyhow, the Cary 805s have long been on my wish list, or even better, a pair of Cary 211 FEs. I suppose for digital I would go Esoteric, and any analogue front end I bought would be better than what I have now, wch is none at all.

But sadly, my wish list is all based on a fantasy I have never heard but only read about, so you can take all of that above with a grain of salt.

 I will be blunt, that's a bad title. Especially with your closing

 hope I’m not sounding uppity here

But not for most people here, for whom a 25K speaker is budget find.

Yours is an enviable situation! 👍

Do you like your Magicos? The speakers are such a key component, and if you like the Magico sound—I heard the A5 at a show, paired with a fine Constellation integrated amp (and Aurender streamer), and the sound was marvelous. So maybe consider upgrading your Magicos? And the integrated you have, or go to separates? Mono amps would allow you short speaker cables (less $$) if the amps are placed by the speakers, but it means more boxes.
Magico A5 review - AbSound

I love the Constellation integrated, but maybe yours is good still. Others: The ModWright KWH225i has a tube preamp stage and is sweet, and so is the AESTHETIX Mimas (also a tube pre stage) (Mimas). Both have enough power to drives the Magicos— approximately twice the power of your very nice Luxman (Luxman review)

If you do, I think you can do MUCH better with new speaker cables, like the AQ Mythical creatures series. Your system now is better than the Rocket 88s...a weak link maybe.

I’m not an analog guy (and maybe your analog rig needs no changes?). If you spend a lot of time listening to your CDs, I would say you definitely should invest in a good DAC, if you are using the one internal to your CD player. Do a search here...that is a whole ’nuther kettle of fish! You can easily spend $10-20k on a DAC if you go wild, but whether you need to, I can’t say. Maybe look for used deal?

Don’t rule out streaming ... it is amazing. I listen via Tidal using ROON (which I love dearly), using a Small Green Computers Roon server (all my CDs are ripped and stored on it too) and Sonore microRendu streamer. Trust me—streaming will blow your mind when you see how much music you will discover or re-discover via streaming and Roon. Aurender makes streamers that have a very good operating app too.

I think you can do many upgrades and even have money left over! Have fun!

Keep the $100,000 and spend it on vacations, like experiences etc.  it sounds like you already have the high end stereo covered off.  

How can you really do this now, you don’t even have a room and much of what determines what you use will depend on the room and it’s characteristics?

I’d recommend that you use that $100K, if necessary, to get a house with a room you can dedicate to an audio system. BTW, you have pretty good stuff now and I’d bet with a little effort you could get a pretty high class sound with minimum upgrades of equipment.