In Wallace Stegner's "Crossing to Safety," the narrator reflects on the fleeting nature of positive experiences such as good fortune and happiness. Despite seeking these uplifting feelings, they ultimately reveal themselves to be temporary and often deceptive. The speaker's expectation of the worst stems from a deep understanding of life's unpredictability and the inevitable hardships that accompany it.

This outlook invites a contemplation of human aspirations and dreams, suggesting that while we may seek contentment, reality often challenges these desires. The quote emphasizes a cynical wisdom about life, where optimism can fail to withstand the weight of experience, illustrating the complexities of human existence.