During the Q&A, I took many notes which I felt relevant in learning about Tom's personality. I also asked him many more questions than the initial ones found on the Guardian's questionnaire.
I came up with a list of adjectives which I felt described Tom, I had Tom write his name so I could evaluate his hand writing, I got Tom to answer the question of "How do you think you come across?", His favourite fonts, and also his taste in music.
After all of this information was collected I named a few fonts which I thought (at this stage) would reflect him, for future use.