Ok,
Time for a simple summary.
People have asked about the utility of iTunes Match on top of the monthly Sub since the sub includes match like features; whether you can export your saves to non-iOS devices; whether a large existing collection is wasted money compared to a new collector; and whether you can bequeath your collection.
1. As some finally pointed out, if you stop the Sub, then the saved content disappears, and that’s when Match kicks in to keep it. Whether it's executed via DRM or some new tagging system, that's how it is.
Best option to save money would be a Family sub on a MONTHLY optional basis, with Match as your fallback.
As in, 3 months free to save up to your limit, Match it, and then Sub when you feel like it month to month thereafter.
Match can also upload lossless, and Radio will be ad free (whether Sub will be limited here is TBC).
2. Purchases or Match may allow you to export/sync to non-iOS devices. I may reserve confirmation on this; if DRM is used, then Match will not export.
3. I have around 28K songs, with around 5K songs purchased, and have faithfully checked sales weekly and free songs since 2003 (and stopping CD purchases). A lot of songs lost over the last 2 decades for various reasons. Match allowed a lot of compensation, but also on initial upload, losing around 600 songs (stuck on greyed out waiting). Collectors have the advantage of not losing/owning if they want to stop the Sub. New collectors who stop the Sub do not have that advantage, so Match would be a wise investment for them.
While it seems they have an investment advantage, we have the advantage in terms of OOP (out of print content).
4. If you want to pass on your collection (Purchases, ongoing Sub or Match), simply rename the ID and give your password to your inheritor.
5. Personalised Radio seems to be a paid option in some countries which are not licensed. And you can build your own stations still.
6. "As an Apple Music member you can add anything from the Apple Music library — a song, an album, or a video — to your collection." Match does not do video (normally), but HD music video is a big upgrade.
7. Connect allows a one stop location for everything music related. The only thing missing are concert movies.
What will I be doing?
No more purchases; free Sub via Family Share at $3 per ACTIVE month; keep Match.
Enjoy the CONNECT features.