Is this Shakespeare project I am contemplating feasible/possible?

I am interested in Shakespeare’s works and would like to learn more about the deeper significance behind his works. I thought of a way that I could do this and I am wondering if it would be feasible/possible.

Let’s take the quote, “To be, or not to be: that is the question:” I want to make a program (can be software or online) that would allow me to check that quote against the original manuscript. It would also be nice to be able to check that quote against contemporary sources that discuss its significance.

Assumptions
1. Please assume that all IP issues will be taken care of. No need to raise copyright or patent issues here.

2. I want to just do Hamlet for now as a test of the feasibility/possibility of the program.

3. I do not have a technical background but I have a friend who is willing to help. My friend knows Visual Basic and Javascript. I live close to local universities and might be able to recruit interns/part-time help if necessary.

4. I do not know if such a program currently exists. However, even if it does, I still want to know if this project is feasible/possible because I might want to do it for other literature/plays/etc.