- What do you want to get out of your project?
- What do your users want to get out of your project?
- Who are your users?
- How would you measure the success of your project?
- How can you divide your content into categories?
- What sort of meta information can unite some or all of the content?
- Does your structure facilitate exploration?
- Would your structure support only 5 people? 100 people? 1 million?
- What sort of functionality would your project need to be succesful?
- What functionality would be nice to have?
- What is the primary content of your site?
- What is the supplemental content?