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Every day in the U.S., millions of children living in high-poverty neighborhoods attend early childcare settings and arrangements. When those settings are high quality, early childhood education can produce both short and long term benefits (August & Hakuta, 1997; Barnett, 1995; Brooks-Gunn & Duncan, 1997; Entwisle & Alexander, 1993; Korenman, Miller, & Sjaastad, 1995; McLoyd, 1998; Wertheimer & Croan, 2003; Zill, 1999). Early childhood education, however, is neither a formalized nor mandatory educational level, which gives parents significant latitude in deciding when and where to enroll their children. This research study presents the findings of a qualitative, interview-based study that explored what maternal primary caregivers were influenced by when they enrolled children of color in high-poverty urban childcare centers.