Entrepreneurship is often perceived as a path to autonomy and success, but it frequently leads to anxiety and sleepless nights, particularly for small business leaders. Leslie Witt, chief product officer of 8am, highlights the hidden mental burdens faced by entrepreneurs, such as perfection pressure, loneliness, and the shame spiral associated with business failures. These stressors can degrade decision-making and overall business performance. Witt argues that resilience is not about enduring more but about narrowing inputs and seeking effective tools that promote healthy habits. She suggests three key strategies for small business leaders: setting non-negotiable recovery routines, systematizing critical decisions, and leveraging technology to reduce low-value tasks. By implementing these strategies, leaders can foster a healthier work environment that promotes clearer decision-making and sustainable growth. Ultimately, prioritizing mental health is essential for building successful businesses that do not compromise the well-being of their founders.