Beginning with a series of questions designed to peak reader curiosity and expose key challenges for mid-career faculty, the authors uncover several issues in post-tenure faculty life and work, and they reflect on images for understanding and responding to these challenges. Topics identified include mid-career as an opportunity for deeper investment in one's teaching, challenges associated with competing claims for time, shifts in research that can accompany the transition to mid-career, challenges in dealing with an increasing generational gap between oneself and one's students, responsibilities associated with being a longer-term member of a faculty, and feelings of fatigue and occasional alienation from one's educational institution and/or church.