AbstractExploiting very high speed digital videography, an in situ examination of the hole exit delamination at the bottom‐most ply during drilling holes in the selected woven CFRP epoxy laminates is presented. At the beginning, a rotating elastic bulge of the carbon fibers at the bottom‐ply, which is just the impression of the protruding drill chisel edge, was always observed. Following the elastic bulging, a few, initial cracks along the weak fiber/matrix interfaces appeared. Thereafter, tensile failures in the carbon fibers were seen. The exact location of the initiation of these fiber failures specifically depends on the actual drill‐hole position with respect to the woven configuration of the bottom‐ply. A visual model for the weak interstitial or undulated regions at the bottom‐ply is also proposed in this paper, showing the undulating fibers, which are susceptible to mostly tensile failures under the drilling loads. During a sub‐completion drilling‐phase at the bottom‐ply, various cracks were seen to be propagating mostly via linear paths. Also, the exit delamination at the bottom‐ply during a sub‐completion drilling‐phase was always observed as to be divided into various small, independent localized contours—each of which propagated almost independently through within several individual warps/wefts during drill‐feed. Also, the shape of each such tiny contour within a single warp/weft was identified as elliptic, which is observed around an entire drill‐hole in unidirectional (UD) composites as reported in literature. It was also observed that the overhanging cantilever‐like fibers at the bottom‐ply are really difficult to cut, once their base‐location or their exit delamination contour reaches outside the hole nominal diameter. Moreover, by referring to some very basic cutting angle configurations for the orthogonal trimming of UD‐composites as found rarely in archival literature, an illustrative model diagram is also proposed for the drilling of the selected laminate material. This idea is also approximately validated via a few visual observations. The proposed visual model is generally an attempt in correlating the observed peripheral hole quality (delamination) with various instantaneous tool/fiber engagement configurations occurring across the entire drill‐hole periphery at the bottom‐ply, during the very last drilling‐phase.