Hans,
The Pentax 100 is big, REALLY big. You need a serious tripod and it might be a little tough to rig on the ground like the F-Class and Highpower guys do. Here's me looking through one.
Here are my comments from San Gabriel using the Pentax 100 and a Zeiss 85 side by side:
"By contrast, the Zeiss 85mm,fitted with 20-60 zoom eyepiece) offered more eye-relief, making the Zeiss more user-friendly than the Pentax. The Zeiss' image was a little more blue,less yellow) in tone than that of the Pentax. In my opinion, color fidelity was slightly better with the Zeiss. Contrast was good, but I'd give the edge to the Pentax as it was so bright. But when it came to pure sharpness, or resolution, in my opinion, the Zeiss 85mm out-performed the big Pentax. The resolution on the Zeiss is really just incredible--the best I've ever encountered, and I've also sampled the top of the line Leicas and Swaros. I also preferred the focusing system on the Zeiss. The course-focus wheel is fast and smooth and the fine-focus knob is just about perfect. Lastly, the Zeiss weighs less than the Pentax and is much more compact. Bottom line: If I was shelling out the cash, I'd buy the Zeiss, unless I wanted superior low-light capability. One thing to keep in mind, however, is that there ARE differences between individual scope units. Conceivably, if you pulled a different Pentax 100ED out of the box and compared it with a different Zeiss unit, the Zeiss' resolution edge might not be so apparent."
I would be interested in your experience using one of the big astronomical scopes. The Casegrain mirror type are fairly compact and you can use an astronomy grade eyepiece.
Re the units holding their value--I couldn't speculate. But I think we have to figure that, pretty soon, all the mfgs will offer something with digital output as an option. But I think, to be truly user-friendly, the LCD screen should be demountable, so you can position it in for easy viewing while shooting.