* Do I understand it right that there are currently *three major* and,
from a regular end-user-point, incompatible paths in the going, i.e;
classic TW, TiddlyWeb, TW5. More?

Well, it depends on your perspective. There are many (more or less active) projects in the Tiddly* universe. I guess your list about covers what might be perceived as "endorsed" projects. However, that's not meant to be exclusionary; the variety of options is an essential part of this community and the decentralized ecosystem.

As for incompatible paths, I don't think that perception is correct. See below for details.

* If I understand it right, TiddlyWeb adds a fundamentally different
set of features to what is possible in classic TW.

What makes you think that? Basically, TiddlyWeb is just a tiddler store, agnostic about who uses that data or how - this might be "classic" TiddlyWiki, TiddlyWiki5, an application on a handheld device or some other client. Beyond this basic entity, TiddlyWeb adds a layer for grouping (bags) and combining (recipes) tiddler collections. These concepts already map to the existing TiddlyWiki's understanding of workspaces.

FWIW, I'm working on a simple animation to visualize this relationship which might clarify things a little, but it's currently not a priority.

I'm wondering if TW5 is being designed with any respect to TiddlyWeb?

While there are some lessons learned from TiddlyWeb, TW5 is not tailored to work specifically with TiddlyWeb. That is, there's no tight coupling; both are designed to work independently. Here, too, it comes down to the tiddler as the basic entity, which establishes a common basis for interaction.

* Are there any quantitatively different features (from an end users
veiw!) that TW5 is intended to provide that are not possible with
classic TW?

I reckon the current prototype makes a good case, with the Improvements tiddler providing a concise overview:
http://tiddlywiki.com/tiddlywiki5/

* Since Osmosoft holds the core team of developers and because it is
also the official representative for new releases (correct? It does
own tiddlywiki.com to name one thing, right?)

Actually, the non-profit UnaMesa Association is the custodian of TiddlyWiki assets:
http://tiddlywiki.org/wiki/UnaMesa

I'm wondering what the intentions are on the future for classic TW.
I.e is active development for it going to be abandoned in Osmosoft?

As explained by Jeremy, TiddlyWiki and TiddlyWiki5 will continue to co-exist:
http://groups.google.com/group/tiddlywiki/browse_thread/thread/33f9cb46d5d15566/dd9515c29e50d6c2?#dd9515c29e50d6c2
That is, TW and TW5 complement each other. The stability of classic TiddlyWiki will be maintained while TiddlyWiki5 is free to explore new avenues independently. Since "it's all just tiddlers", anyone's free to shuttle back and forth between TW and TW5 as they please.

TiddlyWiki's stand-alone nature gives everyone the freedom to advance at their own pace. Personally, I still have some TiddlyWiki documents using older versions (as far back as v2.1.3) - there's no need for me upgrade those partocular documents until I actually want to take advantage of the features provided by later versions. At the same time, I have TiddlyWiki 2.6 documents with plugins that require jQuery.

* Any particular reflections on how, or if, TW5 and TiddlyWeb (and
more?) are evolving to/with the various tec trends we see?

TiddlyWiki5 makes heavy use of modern technologies like HTML5. Here, too, the prototype mentioned above gives a good overview.

As for TiddlyWeb, it intentionally utilizes the proven HTTP standard, which is what the web is based on. (Though HTTP is better understood these days than it used to be.)


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