I would start our interview by describing myself and the company I represent, giving a full break down of what we do and some of the work I have done This is would be a reassurance to the law firm that myself and my team are capable of doing such a job and to make everyone feel comfortable with one another.
My first questions would be where they are with the company now? Where they would like to see it? And have them briefly describe what they what they see the automated system doing for them, some information they feel they need to have this system do; also how much money is in the budget for the system? This will help me to understand what system they have now, some of what they would like to see in the new system, what they are willing to or can afford to spend and if anyone is technical in the company or are they going to need some outside help to keep up maintenance after the system is in place. (this can add to the cost of the system)
My next step would be to start asking some questions about the law firm. I would like to know what the law firm is in charge of doing. Criminal, civil, family or so on; I think this would give me a better understanding of some of the information I may be working with along the way.
As a law firm I am sure they spend a lot of time in the courtrooms and in their home offices so other questions I would ask is if they have cell phones and laptops that will need to access information on the network; this will help in a couple of areas, firstly in deciding if we should consider cloud computing or a private network and secondly, how to set up files access and permissions by departments and depending on size of company, maybe servers. Being a law firm a big consideration would have to be security of the information they access and ways of accessing this information. I would like to talk with the employees also, just to get an idea