When You Wake Up Feeling Old by Wilco is a reflective song that delves into themes of aging, nostalgia, and the passage of time. The lyrics capture the emotional experience of waking up and realizing that life has moved quickly, leaving one feeling disconnected from their youth. The song conveys a sense of longing for the past and grappling with the inevitable changes that come with growing older. Particularly poignant moments include lines that evoke a sense of rediscovery of memories and acceptance of life's fleeting nature, emphasizing the beauty found in both the joys and sorrows of aging.