The Socratic Dialogue is an over 30 year old annual, and more recently bi-annual, free academic event run by Public Relations’ students, specifically those in the senior capstone course Case Studies in Public Relations. The Socratic Dialogue presents and discusses a controversial topic facing society and relating to the public relations field. Student, faculty, and professional industry speakers discuss the chosen topics; sharing their ideas, opinions, and experiences while engaging with the audience. ‘Is Your Career In The Clear? “Free” Speech In The Social Media Era’ was the slogan of the most recent Socratic Dialogue in Fall 2019. Questions examined included: How long should a post from the past affect the future?, How can we safeguard our careers in a world without privacy?, Can a photo of a red Solo cup from your college years really destroy your chances of obtaining your dream job?, and How can we use social media in such a way as to secure or maintain employment? Prior Socratic Dialogue topics included gun-free zones on campuses, prison policies as reprimation vs. rehabilitation, gentrification’s impact on N.J. communities, and the high cost of student debt.