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Most power transformers are oil-immersed transformers for which its insulation system consists of oil and cellulosic solid. The insulation liquid impregnates the solid-covering air spaces, which improves the efficiency of the insulation system. Not only does the oil ensure electrical insulation but it also works as coolants transferring the heat generated during transformer operation to the exterior of the transformer. Throughout normal operation conditions, transformers experience multiple stresses that degrade their insulation. Since the lifetime of oil-immersed transformers is defined mainly by the state of the insulation paper, it is critical to understand the behavior and degradation mechanisms of new insulation systems that try to overcome the drawbacks of mineral oil as well as to improve power transformer performances. The current increased prevalence of the nonlinear loads additionally stresses power transformers, which generates their premature ageing or even failure. Consequently, new materials and assessment methods are required to guarantee the suitable management of power transformer populations. In this Special Issue "Experimental and Numerical Analysis of Thermal Ageing in Power Transformers", four papers have been published. The guest editor also describes briefly some challenges involved beyond the coverage of this Special Issue. [ABSTRACT FROM AUTHOR]