Here is what i can contribute.
1) Can you use the technique you described to assign more than one tag to the same page? For example, I might want a general "Music" tag that I would use to assign the page to a deluxe membership, and another specialized tag for "Jazz" that I would assign to a less all-inclusive membership. (I realize there are other ways to accomplish this with single page tags, but this would be the most convenient for the application I have in mind).
From what i gathered from similar question, if you assign two "custom tags" to a page, it will require the user to have BOTH access. So, if you want page to be accessible through a package called "Jazz-singers", and a package called "Jazz-musicians", then, you might need to set pageA with the "tags" for jazz and singer, and the pageB with jazz and musician. However, you would have to be sure to include, in the paypal button creation, BOTH tags (either JAZZ and SINGER or JAZZ and MUSICIAN), otherwise, if you have only JAZZ, then the user will not meet both criterias for tag access. I think it is possible, but it will depend on the structure you want to set up.
Another example, i will have 2 different packages sooon and i have pages set with three tags but only one per page. I have some pages with BASIC, some pages with ELEMENT and one page with FORUM so when user buys access to package A, they get access to all the pages with BASIC, and the FORUM, and if user buys package B, i will give access to pages ELEMENTS and FORUM (yes, FORUM is part of both packages), yet each page has only one tag.
2) Does this use the same "tagging" technique as some of the other Page tagging applications, like "Page Tagger"? The reason I ask is because it would be convenient for me to see the tags on the Page List screen at a glance, rather than to have to open up every individual page to see the tag (I have many pages on my site).
If you are talking about showing the ccaps like it shows the page ID, i dont think it is done yet, but it is a darn good idea! Suggest that to Jason! I would love that too.
Hope it helps.