The present study examined the role of stability and change in the availability of a family member and a friend as a confidant in older adults' emotional well-being. Participants in two waves of the Wisconsin Longitudinal Study (N = 4,631; M = 64.3, 53.7% female) were assessed on depressive symptoms and the availability of a family member and friend as confidant. Using mixed linear effects models, four groups were compared over time and across gender on depressive symptoms: those with and without a family/friend confidant at both waves and those who lost and gained a family/friend confidant. Those with stable availability of a family or friend confidant consistently scored the lowest on depressive symptoms; the gain of a family or friend confidant corresponded with a decrease in depressive symptoms, with a larger effect seen for the gain of a family confidant; the loss of a family confidant was associated with an increase in depressive symptoms over time; and stable availability of a family or friend confidant was more strongly linked to lower levels of depressive symptoms among women, whereas stable unavailability of a family confidant was linked to higher levels of depressive symptoms. Stable availability of either a family or friend confidant in late life is especially salient to emotional well-being, notably among women. Emotional well-being benefits from the gain of a confidant highlight the importance of supplementing or substituting a loss, especially of a family confidant, which is associated with a significant increase in depressive symptoms.