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<b>Background/Objectives:</b> Accurate pedicle screw placement is critical in spine surgery, as malposition can cause neurological, vascular, or visceral injuries and compromise construct stability. The primary objective of this study was to develop and experimentally validate a dual quantitative framework for assessing pedicle screw placement accuracy, combining (1) coaxiality, a standardized geometric metric of trajectory alignment, and (2) pedicle wall distance (dpw), a novel parameter defined as the minimal distance between the screw axis and the pedicle cortex providing surgeons with direct, millimetric, clinically actionable feedback. A secondary objective was to compare these parameters: dpw, coaxiality, entry point errors and orientation angle errors between senior surgeons and residents to evaluate the influence of surgical experience. We hypothesized that this framework would provide reproducible quantitative measurements, demonstrate strong agreement with established CBCT-based grading systems, and allow meaningful subgroup comparisons by experience level. <b>Methods:</b> Eight operators (four senior surgeons, four residents) performed 240 pedicle screw insertions on synthetic polyurethane lumbar spine models using freehand, CBCT-assisted, and navigation-assisted techniques. Predefined 3D trajectories were compared with actual screw positions digitized with sub-millimetric precision. Errors, coaxiality, and dpw were computed, and dpw was validated against CBCT-based Gertzbein and Heary classifications. Agreement and diagnostic performance metrics (Kappa, sensitivity, specificity) were calculated. <b>Results:</b> Of 236 analyzable screws, coaxiality correlated with entry point errors (ρ = 0.41), target point errors (ρ = 0.85), and orientation angle errors (ρ = 0.48), confirming its robustness as an engineering metric. dpw provided immediate, interpretable feedback and demonstrated near-perfect agreement with CBCT grading (Kappa = 0.86; sensitivity = 0.96; specificity = 0.97), detecting breaches missed by qualitative classifications. Subgroup analyses indicated small but significant differences between senior and junior surgeons for target point errors (<i>p</i> = 0.006), orientation angle errors (<i>p</i> = 0.025), and coaxiality (<i>p</i> = 0.023), whereas entry point errors (<i>p</i> = 0.201) and dpw (<i>p</i> = 0.163) did not differ significantly. <b>Conclusions:</b> This dual-metric framework bridges engineering rigor and intraoperative applicability. Coaxiality supports reproducible research assessment, while dpw enables actionable surgical feedback. The framework allows objective comparison across operators of different experience levels. Together, these metrics offer a standardized, clinically relevant, and quantitative method for evaluating pedicle screw placement, with potential to enhance surgical safety, education, and patient outcomes.