Professional Career
Following his college career, Megaloudis joined the Long Island Rough Riders of the PDL on a full-time basis. In 2007 Megaloudis joined semi-pro club New York Pancyprian-Freedoms of the Eastern New York League (ENYSASA) and helped lead the club past the first round of the U.S. Open Cup. He later joined the PDL's Westchester Flames.
In January 2008, Megaloudis went on trial with New York Red Bulls of Major League Soccer. He was signed by the club in March 2008, and made his full professional debut for the Red Bulls on June 18, 2008 in a game against the New England Revolution. He was waived by New York Red Bulls on September 15, 2008.
In 2009, Sevilla FC Puerto Rico of the Puerto Rico Soccer League signed Megaloudis to the club near the end of the 2009 Puerto Rico Soccer League Playoffs. In January 2010 he joined club Radnički Obrenovac in Serbia third league.
He signed with River Plate Puerto Rico but the team soon folded. After he left and signed with FC New York until the end of the USL Pro 2011 Season.
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