The inclined coal pillars, formed during the underground extraction of the inclined coal seam, are different from the flat coal pillars due to the high strength anisotropy of the inclined bedded rock, and the asymmetrical stress distribution. To ease the manoeuvring of the men and machinery in the inclined coal mine, the pillars are developed along the apparent dip. Thus, the pillars become rhombus-shaped with acute-angled corners which crush rapidly due to the high stress concentration. No suitable formula is found to estimate the strength of the inclined coal pillar that incorporates all these factors. Thus, the use of the available coal pillar strength formulae may endanger the extraction of the inclined coal seams. This study elucidates the procedures to estimate the strength of the inclined coal pillars by the numerical modelling technique. The ubiquitous joint model is used to simulate the shearing characteristics of the inclined strata. The parametric study shows that the strength of the inclined coal pillars decreases with the increase of the dip of the coal seams. It is also obtained that the strength of the pillars decreases with the decrease of the value of the acute angle of the corners. The peak stress distribution and the strain accumulation over the inclined pillars at the time of failure are plotted in three-dimensional graphs which show the asymmetrical characteristics of the inclined coal pillars. The analysis of variance shows that the dip of the coal seams and the acute angles of the corners have a statistically significant effect on the strength of the inclined coal pillars. Based on the results of the simulation, the best fit relation is established by the multivariate non-linear regression technique to estimate the strength of the inclined coal pillars. The coefficient of determination (R2) and the root mean square error of the model are obtained as 0.92 and 0.065, respectively. The validation of the developed model has been carried out by the stable and failed inclined pillar cases of different underground inclined coal mines in India. Comparisons of the safety factors, obtained from the developed model and the flat pillar strength formula, indicate that the flat pillar strength formula overestimates the strength of the inclined coal pillars. The developed model can be used to design the inclined coal pillars for safe extraction of inclined coal seams.