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In this work, mineral oil and synthetic esters were selected at different ageing factors (based on acidity values). Fresh and aged oils have been subjected to high-energy discharges (repeated 100 breakdowns) to simulate electric faults of highly vulnerable intensity. The intent of this work is to understand the influence of high-energy electric faults on oil degradation and gassing tendency at different ageing conditions. In this study, the influence of the high-energy discharges on degradation and gassing tendency at different ageing factors is reported for mineral oil and synthetic esters. Oil degradation is reported by adopting ultraviolet spectroscopy, turbidity and particle counter as per american society for testing and materials (ASTM) standard test methods. Gassing tendencies and fault gas analysis are understood by dissolved the gas analysis using Duval's triangle and Duval's pentagon methods for mineral and non-mineral oils. It is found that the influence of high-energy discharges on oil degradation is higher in mineral oils to that of the synthetic esters. The intensity of the gassing tendency is higher for ester fluids; however, as per the Duval methods, the faulty conditions are at lower levels as compared to mineral oils.