This study aims to have a comparative analysis on the two beginnings of James Joyce’s Ulysses and examine the narrative implications of the different mornings opened by the two main protagonists. Unlike the novels before modernism that begin their stories in as much detail as possible, the modernist novels mostly start with casual beginnings, presenting the readers with extremely natural daily routines of a protagonist. However, such deceptively casual beginnings actually hide quite a few complicated meanings in them. Thus what ‘Telemachus’ and ‘Calypso’ as the two beginnings of Ulysses hide seems to be the predicament and agony of the Celtic Irish and the diasporic Jew. In short, Joyce has presented the different ways of responding to the predicaments by Stephen, who is surrounded by the ‘usurpers,’ threatening to deprive him of what he has, and by Bloom as a double-other, who is going through ceaseless contempt and alienation in the land of ‘the other.’ Doing so, the author presents the reader with a wide river to cross between the bank of ‘egotism’ and ‘egoism’ based on the worldview of ‘I-It’ relationship and that of ‘dialogue’ and ‘altruism’ based on the spirit of ‘I-You.’