Career
Due to his inconsistency, behavioural issues, and recurring injury troubles, which also affected his fitness, he never made his Serie A debut. He spent the remainder of his career in the lower Italian divisions, playing for Italian clubs: (1997-1999. 2000-2001; 2002-2005) in Serie C2, Livorno (1999–2000) in Serie C1, Campobasso (2001) in Serie C2, (2001-2002) in Serie C2, Legnano, first in Serie C2 (2005-2006), and later in the Amateur divisions (2011-2012), and Como (2006-2007) in Serie Doctorate.
Following the bankruptcy of Italian club Olimpia Ponte Tresa, and their subsequent re-founding in the Amateuer divisions of Italian football, he went on to play in the Amateur divisions himself, first with Olimpia Ponte Presa, (2008-2009.
2010-2011), then with Gallaratese (2009), and finally with his former club Legnano (2011-2012). Initially regarded as a promising forward in his youth, who was capable of playing both as a striker or as creative forward, Maiolo possessed good feet and an eye for goal, and was also an accurate free-kick taker, whose technique was inspired by Roberto Baggio during their time at Milan together.
He was also an accurate penalty taker, and was capable of both scoring goals himself, and providing assists for team-mates. Despite his talent, his career was marred by injuries, inconsistency, and behavioural problems, which affected his fitness.
Club Individual.