Medieval and modern accounts of old age are notable for the sheer abundance and diversity of the characteristics they identify. This chapter contemplates how contrasting qualities associated with old age actually connect in Old English poetry, dwelling particularly on the relationship between wisdom and sorrow, and introducing a new theoretical framework in the form of trauma theory. It points out the considerable presence of aged poets in the corpus, focusing particularly on Beowulf and Cynewulf’s epilogues. These texts stress that living into old age inevitably constitutes a kind of survival, one which involves witnessing destruction and terrible losses. The subsequently heightened intellectual, verbal, and creative capacity of the elderly sometimes resembles a kind of post-traumatic growth as understood within trauma theory. The parts of old age that are broadly positive (especially wisdom) and those that are negative (grief and loss) therefore emerge as inseparable.