These are great suggestions kaos! I hope more people respond since this community needs your support to stay alive.
In regards to your questions:
1. Maybe some kinda of logo design 1st?
2. This depends on our playerbase. I find that its easier to plan game nights when the server is more active.
3. We still need to gear up our advertisement campaign. Style is possibly a big factor. I would like to lay down a guidelines to what type of music we select. What your minecraft personas will reflect, etc. (This discussion I will extend to another post)
4. Again, this goes with what I just said ^ ^
5. We already have a decent amount of people who are skilled map makers in our community. Talk to FIXER, PROJECTRAY, or VARLS about this.