The concept of meritocracy stands as a fundamental ethos within the governance and educational paradigms in Singapore. This principle, notwithstanding its intrinsic paradoxes -- most notably, the juxtaposition of egalitarian ideals against elitist practices -- remains steadfastly upheld, with no indications of waning in the foreseeable future. A pertinent issue arising from this meritocratic orientation is the integration of students with special educational needs (SEN) into a system deeply ingrained with meritocratic values, especially considering the obstacles they face regarding accessibility, resource allocation, and prevailing societal attitudes towards disability. This study does not propose dismantling meritocratic frameworks; instead, it proposes the adoption of an inclusive meritocratic model. By exploring how meritocracy and inclusive education have manifested in Singapore, this paper delves into three critical barriers -- namely, academic tracking, elitism, and the influence of parentocracy -- that concurrently undermine the principles of meritocracy and the ethos of inclusive education. Utilizing Bronfenbrenner's ecological systems theory as a methodological lens, this paper elucidates the complex interplay among these barriers and their compounded effects across different systemic levels. With a nuanced understanding of the challenges, the paper offers several recommendations for cultivating an inclusive meritocratic system.