Dhameystir weedha soo socota: Woodlock wuxuu shahaadada Bachelor of Arts ka qaatay kulliyadda Yale sanadkii 1969, halkaas oo uu xubin ka ahaa kooxda Skull and Bones, iyo gudoomiye ku xigeenka "Yale Daily News". Wuxuu xirfadiisa saxaafadeedka ka bilaabay "Chicago Daily News", isagoo ka hadlayey
Shirweynihii Qaranka ee Xisbiga Dimuqraadiga ee 1968kii ka dhacay Chicago. Woodlock ka dib wuxuu wariye ka noqday "Chicago Sun-Times" laga soo bilaabo 1969 ilaa 1973, halkaas oo uu ka shaqeeyay Chicago iyo Springfield, Illinois, ka hor inta uusan u guurin Xafiiska Washington ee "Sun-Times" 1971-1973, halkaas oo uu daboolay Maxkamadda Sare. Woodlock wuxuu ka qaybgalay Xarunta Sharciga ee Jaamacadda Georgetown, halkaas oo uu xubin ka ahaa "Journal Law Journal". wuxuu shahaadada J.D. ka qaatay 1975