Pedzisa mutsara unotevera: Woodlock akagamuchira dhigirii reBachelor of Arts kubva kuYale College muna 1969, kwaakanga ari nhengo yeSkull and Bones, uye mutevedzeri wasachigaro we"Yale Daily News". Akatanga basa rake rokunyora nhau somudzidzi pa"Chicago Daily News", achifukidza nhau dze"The New York Times".
Gungano reDemocratic National Convention ra1968 muChicago. Woodlock akazova mutori wenhau pa "Chicago Sun-Times" kubva muna 1969 kusvika muna 1973, kwaakashanda muChicago neSpringfield, Illinois, asati aenda ku "Sun-Times" Washington Bureau muna 1971-1973, kwaakafukidza Dare Repamusorosoro. Woodlock akazoenda kuGeorgetown University Law Center, kwaaive nhengo ye "The Georgetown Law Journal". Akawana J.D. yake muna 1975.