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The swift urbanization and ensuing challenges in global cities require a transition towards "intelligent" urban management. This change is motivated by the necessity to enrich the quality of life, tackling crucial issues such as transportation. How can municipal authorities effectively utilize smart city principles and technologies to enhance efficiency and sustainability in urban living? This query plays a vital role in steering urban policies and city governance towards a more sustainable and intelligent future. The paper suggests a survey-based research perspective unprecedented on "disruptive" transportation, offering a longitudinal examination (2010–2023) of cross-national comparison (ITA-UK) using a relatively large sample (No. 450 total) and divided into No.150 –UK 2023, No.150 –ITA 2023, and No. 150 Italy 2010 respectively. The sample base considers the two Capitals (London and Rome) for diversity, population size, and ongoing projects related to "smart" urban developed. Intending to offer a valuable analytical tool for policymakers, scholars, managers, and professionals, the paper primarily explores the evolutionary progression of sustainability concepts inherent in the smart city paradigm and their fusion with transportation; after the cross-national comparison is essential for highlighting mindset disparities that influence future planning endeavors for future urban transportation sector. The key findings revolve around cultural, ideological, ownership disparities and individualistic tendencies that contribute to a resistance to change. The empirical analysis demonstrates an advancement for Italy compared to previous years, but still cautious particularly concerning the adoption of shared mobility alternatives, which also presents a viable solution for increasing the adoption of electric vehicles. [ABSTRACT FROM AUTHOR]