Amy Dickinson

In 2003, Amy Dickinson distinguished herself by succeeding Ann Landers as the Chicago Tribune’s signature advice columnist, launching her syndicated column, ‘Ask Amy,’ which quickly grew to be distributed to over 150 newspapers globally. Prior to this landmark achievement, Dickinson cultivated a robust career in journalism, contributing to NBC News and writing articles for esteemed publications including The Washington Post, Esquire, and O: The Oprah Magazine. Her early work also encompassed a dedicated column on family issues for Time magazine and a weekly column for AOL’s News channels, showcasing her insightful perspective on personal and relational dynamics. Building on the widespread success of ‘Ask Amy,’ Dickinson expanded her public profile through regular media appearances.

Her literary success continued with a second memoir, Strangers Tend to Tell Me Things: A Memoir of Love, Loss, and Coming Home, released in March 2017 through Hachette Books. Throughout this period, ‘Ask Amy’ maintained its prominent position, continuing to offer guidance on personal and relational matters to a vast international readership for more than two decades. In a significant career announcement, Dickinson revealed her retirement from the ‘Ask Amy’ column in May 2024, concluding her influential tenure with her final column published on June 30, 2024. This culmination marked over two decades of dedicated service, during which she consistently delivered empathetic and practical advice, leaving an indelible mark on millions of readers worldwide.