鈥淎mole is a crybaby.鈥� These words from a grade school teacher represent the moment I learned as a young boy that it鈥檚 not okay to feel sadness, a lesson perpetuated in medical training that keeps many trainees from asking for help.1 Unfortunately for me, this sadness would become a lifelong struggle. In medical school, I experienced chronic depression and at times was consumed by self-doubt and the core belief that I was defective. By the time I graduated, I thought I had overcome my mental health struggles. Residency would be a fresh start, I believed, not realizing how fragile I still was.