When talking to a web developer, there are a lot of things you can cover right off the bat. First and foremost, how much is this webdev going to charge? Second, draft up a timeline of the most preferred development time, and checkpoints inbetween now and then when your webdev will check in with you to get feedback from you, plus you can make sure he/she is actually building the site.
You can use several services for using a freelancer, such as odesk.com or freelancer.com. With the freelancing service and your legally binding entity, you can make sure that the webdev doesn't screw you over by just ditching you. Below is a short list of what should come from the developer and you, but it certainly isn't everything you need as that is done in a case-by-case basis.
From The Developer
- Development Timeline (Important: Make sure he/she checks in with you on a regular basis)
- Past projects
- Planned Webhost
- Required Development Timeline
- Special functionality (Login system, shopping cart, etc.)
- Number of pages
- Preferred Webhost
Don't forget to do your research. Look into your freelancer as much as you can, and research all technologies or services he/she recommends. You have the money, you have the control.