This article begins with biographical sketches of the Ming thinker Luo Rufang 羅汝芳 (js. 1553, 1515–1588), which take place in the Jiajing reign (1522–1566). This time period marks the first high tide of Wang Yangming's philosophy. As a lecturer, Luo Rufang headed discussion gatherings (jiangxue 講學) and implemented community compacts (xiangyue 鄉約), all of which derived inspiration from Wang Yangming. Although Luo could confidently instill Confucian values in his audience, behind his endorsement of moral learning lay a personal history of doubt, struggle, and search for authority. To uncover the personal search for meaning and moral authority, Luo is an excellent example. A selection of conversations Luo had with his students and followers reveal his personal struggles, which can be aligned with his biography. Luo's quest for sagehood is less abstract; it is a personal reflection on which sage ought to be followed.