Again, thanks for all the suggestions!
I have decided to go with The Freewheelin' Bob Dylan as my first real album entrance into his work. A number of factors went into this decision such as 1) its the second studio album, this album is the first of which is Dylan's major songwriting debuts according to Wikipedia. 2) I love the cover art. 3) John H. Hammond produced the record.
One thing I noticed is that there is a remaster of the album. I am listening to the original recording, but I suppose that technical side of me will have to experiment with the remaster as well
