Beetles are the most diverse group of macroscopic organisms since the mid-Mesozoic. Much of beetle speciosity is attributable to myriad life habits, particularly diverse-feeding strategies involving interactions with plant substrates, such as wood. However, the life habits and early evolution of wood-boring beetles remain shrouded in mystery from a limited fossil record. Here we report new material from the upper Permian (Changhsingian Stage, ca. 254–252 million-years ago) of China documenting a microcosm of ecological associations involving a polyphagan wood-borer consuming cambial and wood tissues of the conifer Ningxiaites specialis. This earliest evidence for a component community of several trophically interacting taxa is frozen in time by exceptional preservation. The combination of an entry tunnel through bark, a cambium mother gallery, and up to 11 eggs placed in lateral niches—from which emerge multi-instar larval tunnels that consume cambium, wood and bark—is ecologically convergent with Early Cretaceous bark-beetle borings 120 million-years later.