Gentoo doesn't have a road map. How are dev's and users supposed to know where to go when they don't even know where they have been. IMHO the last time Gentoo had any kind of focus it was early 2004.
Hard words.
First of all. We are living on the edge. So what should a roadmap express? I cant imagine how a roadmap for gentoo should look like.
Usually Distros try to have a development and release model. In this modell you need a Roadmap to incorparate changes and track position in order to get release dates. (which you all publish)
Gentoo does imho not work that way. We do constantly release things and test things. There is nothing like "the Breezy" version.
Lets see our last release of Gentoo Linux 2007.0, code named "Secret Sauce".
Which is only a Installer and a basic installation. But after installing once, Gentoo is dynamicly changeing as the Linux Community does.
Things are just done as another dev pointed out. nobody in control everybody just doing whatever they want. As a result you have the current state of Gentoo! no leadership no focus no direction nothing but broken ebuilds and broken systems after a update.
Brakes usually happen out of unsave use of gentoo. We do have a QA Project which should work and point Devs in the right direction to make things right.
I think currently we have a problem with ebuilds that are marked stable, but due changes on dependencies, brake. I am unsure if we have a workfolow for this. At least you won't see if a stable package breaks due Dependecy.
However you are the one to fix it and report fixes. Thats your job as Linux Community user. And that wont change much in other Distros. Well just the Problem area is changeing.
ncluding building my own kernel ( as I did many times )
I switched to genkernel, and it works wonderfull. (exept after I had an accident a while ago. But thats my fault not gentoos.)
And as another dev pointed out the ebuild that broke my system may not even be of interest to a dev unless it affects him/her.
We have some ebuilds as far I know (marked generally unstable) that even do not have an maintainer but are within the system. So you need to be more detailed about the ebuild

I know someone that had an issue with CUPS on SUSE. There was an error within CUPS fixed in a newer version of CUPS. SUSE said they will fix this as soon as their Labor has tested the fix. (which was with next release of SUSE a half year later). If you ask me that is also kinda crazy thing. You are forced into certain versions just because a patch cannot be backward developed and a Version jump is not possible because you have freezed the repository.
I want to say that other Distros have other Problems which are as nasty as Gentoos. the point is which way you like more? I like Gentoos way because i am free to find a workaround myself easily enough without beeing fixed on one version and stay within the system. (Which is very comfortable.)
writing my own FVWM config script.
I dont use that wm, far to complicated. But dont you have to do that anyway if you customize FVWM to your likins? I guess you should look for another wm if thats to time consumeing
changes are made first then after wards documentation follows in the mean time users are left in the wind.
Important Changes are always very well documented. The only Problem is to know of these changes.
In the past GWN was a good ressource to learn about these changes. But due to the Problems of the writer of the GWN we had a lack of some information. But the GWN is a free service and if only one is in charge, you have to count on misstakes.
To me Linux is Chaos. There is no order at all to it. And everyone which says something else is hideing the fact from you that no one is in charge on Linuxwide development. This fact reflects within Gentoo. And if you hate this I guss you should take a peek on MAC Os or something more closed stuff. There youllbe fine
Does anyone know were Linux as complete OS is next year? I mean if you can answer this question you will get the Roadmap for Gentoo. (a bit naive yes, but basicly that is our roadmap

) We are there were the "Linux-Wave" is going and we stay at the edge. Right guys?
Another Idea. Maybe it would be a nice thing to have a Devloper Newsletter like the GWN (or incorperated into the GWN) which tells us a bit more what different Devs of Gentoo think were they want to go. I have the impression that maybe reporting about what devs are concerned with would give a bit more feeling what moves gentoo between the dev-user Gap. And it would fill GWN again.

what are you guys thinking?
For example. A little Interview about the Gnome Project answering what are they trying to do at the moment, what they think are the most serious Problems within Getnoo what is the status about it and what they would like to see icoming up soon. And a little View over the edge, how the Gentoo Gnome Project sees the development of Gneome in general.
Wouldnt that give us the user a bit more feeling about what is gentoo about and were we are going and were we are?