Need some help with offline project.

I took my car to the dealer today to get fixed and while I was waiting I started talking to one of the main sales guys there. He told me he just moved to this new dealership last month and brought his database of previous customers with him. He has them all in print and was very interested when I told him about building an email list and adding those people.

Now he asked me some questions about if I can set it up to where we can send certain people who are interested in Suv's etc seperate emails. \

My question is this, If I use getresponse is there a way for me to build him a database with all the different personal info etc. like what types of cars the prospect is interested etc? Is that a good idea or would you just build him one big email list and market to them?

Is it even a good idea for him to have an email list like that and how can we best monetize it?

My next question is about outsourcing web design. I have a meeting with someone today who wants me to build him a site. I am going to outsource it here on the WF and my question is. Since I have never done this before, does the web designer also add the content to the website and if so should I be asking the business owner for the content he wants on his site or should I figure that part out myself?

Thanks in advance for the help guys.

Cheers