So Giorgia and I met today, and here's what we decided:
We should have two workshops, spaced about 3 weeks apart, one intro and one more advanced (basically, the first half of the training materials and then the second half). This way, learners from the first workshop could attend the second one.
Bettina will proofread the first four sections of the training material on GitHub by next Friday.
@anaketa will structure the rest of the training materials by next Friday so that it's easy for coaches to take a section and write it up.
Bettina feels like the 'extras' / advanced beginner CSS section has to be expanded with exercises and not just have some reading materials, because she's read those things but doesn't feel like she could implement them.
We will make sure the workshops are well-organized and have learners with the appropriate background, because when @ben blogs / spreads the word about the workshops, we will write up some expectations of what the learners can already do.
Bettina will be recruiting coaches and training material writers at CSSConf, referring them to this discourse page, the training materials on GitHub as well as an OTS organizers' meetup, for example: http://www.meetup.com/opentechschool-berlin/events/135339392/
FYI: I got some answers to my own questions above.
Here are the answers in case you were wondering too:
Discourse is replacing mailing lists, so this thread IS the best way to get in touch with CSS coaches.
The email for Coaches.js will live on, however, and is the best way to email CSS gurus affiliated with OTS.
Ok, that's it for now.