Knowing a musician and actually listening to their work is different. Bob Dylan is the fucking greatest. Allow me to assist you on the albums you need to get:
You can skip his first album which was self titled. He was only 20 when he released it and it was just covers songs.
The Freewheelin' Bob Dylan
Has the timeless classic "Blowin' in the Wind"
Other top tracks: Masters of War, A Hard Rain's a Gonna Fall, Don't Think Twice it's Alright
The Times They Are a-Changin'
Fav tracks: the title track, Only a Pawn in their Game, When the Ship Comes In, The Lonesome Death of Hattie Carrol
Another Side of Bob Dylan
Favs: All I Really Want to Do, Chimes of Freedom, To Ramona, I Don't Believe You, It Ain't Me Babe
Bringing it all Back Home
Favs: Subterranean Homesick Blues, She Belongs to Me, Love Minus Zero, Mr Tambourine Man, Gates of Eden, It's Alright Ma I'm Only Bleeding, It's All Over Now Baby Blue
Highway 61 Revisited (ranked the 4th greatest album of all time by Rolling Stone magazine)
Favs: Like a Rolling Stone, Just Like Tom Thumb's Blues, Desolation Row
http://www.aimini.net/view/?fid=32OfxqxkIRZRGjh2lOmf
Blonde on Blonde (ranked the 9th greatest album of all time by both VH1 and Rolling Stone magazine)
Favs: Rainy Day Woman, Visions of Johanna, One of Us Must Know, Just Like a Woman, 4th Time Around
That'll get you started. This doesn't even count the albums with other classics such as All Along the Watchtower (yes,
that song... Hendrix's version is a remake) Tangled Up in Blue, Hurricane, Jokerman, Knockin' on Heaven's Door, Things Have Changed, etc, etc...