Jessica Caroe was an eloquent Philodemician and a friend to everyone she met. Tragically, she died just a few short years after her graduation from Georgetown. Every Spring, Philodemic holds the Annual Jessica Caroe Debate in her memory. To honor her legacy as someone who secured the future of the Society by expanding its ranks as Membership Secretary, the Debate seeks to recognize and celebrate the Society’s new members. Seniority is reversed in the Caroe Debate, granting the highest seniority to the Society’s newest member.

At the end of the debate, The Jessica Caroe Award for Progress in Eloquence is given to a Philodemician inducted within the last year who demonstrates the greatest improvement in their rhetorical skills since the last Caroe Debate.