Senior (2017-18): Member of the 2018 Ivy League Championship team...2018 Skillman award recipient...became second Columbia player to win Skillman Award (Ramit Tandon '15CC)....2018 Ivy League Player of the Year for the third consecutive season with a 6-1 Ivy record...Unanimous first team All-Ivy league...12-2 regular season record in the No.1 position...went 3-0 at CSA Team Nationals with wins over Rochester's Ashley Davies, Harvard's Saadeldin Abouaish and St. Lawrence's Ahmed Bayoumy...one of three Lion captains during his senior season.
Junior (2016-17): No. 1 nationally ranked Khalifa became the first-ever Columbia squash player to win a national championship, defeating Rochester's Mario Yanez (11-1, 11-6, 11-5) in the final round of CSA Individual National Championships Pool Trophy (A Division)...Earned first team All-America honors for the third straight season...Ivy League Player of the year with a 6-1 Ivy record for the second straight season...Put together a 15-1 record in the No.1 position...Started the season with nine straight victories in the top position...Went undefeated at CSA Team Nationals with wins over Drexel's Omar El Atmas (11-4, 11-4, 11-5), Harvard's Saadeldin Aboudaish (8-11, 11-9, 11-4, 7-11, 11-0), and St. Lawrence's Mohamed El Gawarhy (11-9, 2-11, 11-5, 11-5)... Was a team captain in his junior season... William V. Campbell Performer of the Year.
Sophomore (2015-16): Behind a 7-0 Ancient Eight record at the No.1 position, Khalifa became the second player in program history to earn Ivy League Player of the Year honors...A 9-0 regular season record and a CSA National Championships Pool Tropy (A Division) apperance led to a second consecutive first team All-America selection.
First-year (2014-15): Put together a 15-1 regular season record mainly at the #2 position. He also picked a pair of victories at the top position against Harvard's Madhav Dhingea and Brown's Jack Blasberg....Capped the season competing in the title match of the CSA National Championship posting a runner-up finish. On his way to the title match, Khalfia was stellar in his national championship debut. The first-year won four straight matches in two days in straight sets. On day one, Khalifa began with an opening round 3-0 victory over St. Lawrence's Ibrahim Khan (11-3, 11-7, 11-3) and followed with a defeat of Rick Penders (15-13, 11-1, 11-7), a member of reigning national team champion Trinity. He returned in day two to take down Princeton's Samuel Kang in the quarterfinals (11-3, 11-3, 11-7) and went on to blank Harvard's David Ryan in the semi-finals (11-7, 11-8, 11-8)....With a remarkable 20-2 overall record this season, Khalifa capped his 2015 campaign with a first team All-America honors....Became the second player in program history to earn Ivy League Rookie of the Year and first team All-Ivy League honors.
At Deerfield Academy: He is a two-time letterwinner of squash at Deerfield Academy. At Deerfield, helped capture back-toback New Englang Championships in 2013 and 2014. He remained undefeated at the top position from 2012-2014. Khalifa is an experienced winner having won the Dutch Junior Open (2009, 2010, 2011), the German Pioneer Cup (2008, 2010, 2011), the British and French Junior Open (2008) and a US Open finalist in 2013.
Personal: Osama Khalifa's brother Amr Khalifa (St. Lawrence 14') also won the squash national championship in 2013.