2004-05: Phil DeSimone scored 2 goals with 7 assists and had 28 PIM in his first USHL season with Sioux City. He had 1 assist with 4 PIM in six playoff games for the Musketeers.
2005-06: DeSimone increased his offensive production in his second USHL season. He scored 15 goals with 38 assists and recorded 71 PIM in 60 games for Sioux City.
2006-07: DeSimone was named USHL Player of the Year and CCM USHL Forward of the Year in his third season with the Musketeers. DeSimone served as team captain and was the league's leading scorers with 26 goals and 47 assists and was +13 with 60 PIM in 60 games. DeSimone scored 12 of his 26 goals on the power play for Sioux City.
2007-08: DeSimone began his college career as a freshman at the University of New Hampshire. On a veteran team that captured the Hockey East regular season title and featured freshman James van Riemsdyk (PHI), De Simone chipped in with 3 goals and 10 assists and was +3 with 28 PIM in 38 games. DeSimone scored the first goal of his college career against Merrimack on January 4 and also scored in the Wildcats' 7-3 loss to Notre Dame in the NCAA West regional semifinal.
2008-09: DeSimone's sophomore season at New Hampshire was one of progress – albeit in fits and starts. On the plus side, he increased his offensive numbers and saw more ice time with 2007-08 leading scorers Matt Fornataro and Mike Radja no longer around. However, his positional game was inconsistent and sometimes led to careless penalties as he finished the season -6 with 46 PIM. The Wildcats were one of the hottest teams in Hockey East in the second half of the season, winning 8 of their last 11 games and finishing in a third-place tie but struggled in the post-season – being swept by Boston College in the Hockey East quarterfinals and then losing to Boston University in the NCAA Northeast regional final, 2-1, after defeating North Dakota, 6-5, in OT in their opening NCAA game. DeSimone did not have a point in any of the four post-season games.
2009-10: DeSimone established himself as a consistent college scorer in his third season with New Hampshire. After opening the season with just three assists in the Wildcats' first nine games, DeSimone found his touch on a line with New Hampshire native Paul Thompson and senior Bobby Butler (OTT). DeSimone registered at least one point in 26 of 28 games for the Wildcats between November 14 and February 20. He finished the season with 10 goals and 27 assists and was +6 with 38 PIM in 39 games. After edging eventual national champ Boston College to win the regular season Hockey East title, the Wildcats had a disappointing playoff run. In the Hockey East quarterfinals, New Hampshire defeated Vermont, 7-4 in Game 1 but then lost a pair of 1-0 games, the second in overtime, to drop the best-of-three series. DeSimone had two assists in Game 1 against the Catamounts. In the NCAA East regional tournament, the Wildcats defeated Cornell, 6-2, in the semifinal but lost to Atlantic Hockey upstart RIT, 6-2, in the regional final. DeSimone had a pair of assists against Cornell and scored one of the two goals against RIT.
DeSimone is a speedy forward who has the skills to impress and leadership abilities both on and off the ice. His two-way play is a work in progress but he has begun to correct some of his shortcomings when it comes to positioning and defensive awareness. DeSimone sees the ice well and is more of a playmaker than a true sniper. He is patient with with the puck and has good hockey sense when it comes to creating scoring chances.
Desimone has headed to Finland to play for Jokerit.