Question from the interview - C #

Question

I was instructed to conduct my first interview and would like to ask my question in this world both for their feedback on my question and for their decisions.

Question: I have an outdated system with users and files, information about all files related to the user is stored on a flat file.

I want to update this system storing all the information on db, design tables and create a C # system that will populate the new db, as well as ftp files in a new way.

Define a desgin consideration and develop a prototype.

Note. We are looking more for what is design and why than code that compiles. If this happens, then you are lucky, and we will give it more weight.

@Tim C, I showed the file to the interviewee:

User1234.txt
UserID=1234
ParentPath=\\somewhere\nowehere\everywhere\1234
FileCount=20
File0=something0.ext
..
File19=something19.ext

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We spent several months interviewing candidates and developing the interview process and still have not achieved what we are 100% satisfied with. Joel Smart's book and Gets Things Done was a great resource to help us.