The article presents the resistogram analysis results of the healthy and damaged pine trunks with the systematic resistance error identification to drilling of pine wood when using the resistograph. The influence of the bore drilling channel length on the amount of resistance to drilling of pine wood has been established. It is indicated that when using resistograms as an express method for assessing the quality of wood trunks, it is necessary to adjust its dataset. A method of modeling the effect of the trunk drilling depth on the amount of resistance to wood drilling is proposed. The influence of the bore drilling channel length on the value of the systematic error of the resistance to pine wood drilling was revealed. The systematic error of pine wood drilling resistance depends on the number of the drill bit working cycles. When the number of work cycles is up to 100, the systematic error is up to 20 Resi; from 100 to 200 — from 20 to 60 Resi; more than 200 — from 60 to 200 Resi. When using a drill bit after 100 working cycles, a linear dependence of systematic errors of resistance to pine wood drilling on the length of the bore drilling channel is noted.