Reggie Fils-Aimé lahir dari imigran [[Haiti]], yang berimigrasi ke [[Amerika Serikat]] karena sudut pandang politik yang berlawanan dengan kakeknya.<ref name="JoseMercury">{{cite web |url=http://kotaku.com/gaming/reggie/reggie-interviewed-by-san-jose-mercury-news-245080.php |title=Reggie Interviewed By San Jose Mercury News |accessdate=2007-10-29 |date=2007-03-18 |work=San Jose Mercury News |publisher=Kotaku |deadurl=yes |archiveurl=https://web.archive.org/web/20070930224340/http://kotaku.com/gaming/reggie/reggie-interviewed-by-san-jose-mercury-news-245080.php |archivedate=September 30, 2007-09-30 }}</ref> Namanya memiliki artinya "putra tersayang" dalam bahasa Prancis. Ia lahir di [[Bronx]]<ref name="Seattle Times">{{Cite news|last=Peterson| first=Kim|authorlink=Kim Peterson|publication-date=2006-11-12|title=Putting Nintendo back in the game|periodical=[[The Seattle Times]]|url=http://seattletimes.nwsource.com/html/businesstechnology/2003405192_nintendo12.html|accessdate=2007-10-29|postscript=<!--None-->}}</ref> dan lulus dari [[Brentwood High School (Brentwood, New York)|Brentwood High School]], [[Suffolk County, New York|Suffolk County]], [[Long Island]] dan masuk [[Cornell University]] pada 1979.<ref>{{cite news| url=http://query.nytimes.com/gst/fullpage.html?res=9D04E0DA103FF93BA25752C1A9619C8B63&sec=&spon=&partner=permalink&exprod=permalink | work=The New York Times | title=THE BOSS; Life as the Regginator | first=Reggie | last=Fils-Aimé | date=2007-11-18 | accessdate=2010-05-22}}</ref> Saat di Cornell, ia menjadi presiden<ref name="Seattle Times" /> di bagian kefrateran [[Phi Sigma Kappa]] dari sekolah tersebut. Ia meraih gelar [[Bachelor of Science]] dalam bidang [[ekonomi terapan]] pada 1983.
