The study analyzes the Apology delivered by the then-democratic Presidential contender in 2007, Senator Barack H. Obama, to the Indian-American community. This Apology succeeded in convincing American citizens of Obama’ s goodwill and clean political standards, which eventually led him to surpass his chief opponent, Senator Hillary R. Clinton and become the President of the United States. The study employs Searle’ s (1969) speech act theory (SAT) and Holmes’ s (1990) Apology strategies through pragmatics. The study, then, administrates thematic analysis through positive discourse analysis to gain insights from Obama’ s leadership values. Findings educate readers on the importance of an Apology construction and encourage readers to follow the example of a world-class leader’ s values by having an insight into Obama’ s leadership.