An advocate for software freedom for more than a decade, O'Brien has written and recorded dozens of tutorial podcasts for people wanting to learn how they can make use of open source software. His long-running series on LibreOffice is quickly approaching a 40-episode milestone. Another series on privacy and security, which helps everyday computers users take advantage of encryption technologies, runs concurrently (one recent episode features O'Brien at a conference giving—what else?—a talk). Learning new software can make casual users feel lost in a sea of new procedures, techniques, icons, and settings. O'Brien's voice is the lighthouse that keeps them firmly and confidently on course.