AC Milan lost their fifth pre-season match in a row and new coach Leonardo has reiterated his call for new signings at the seven-time European champions.
Milan lost on penalties to Boca Juniors following a 1-1 draw in the Audi Cup in Munich on Thursday evening.
That followed a 4-1 defeat to hosts Bayern Munich the day before and three defeats out of three in the World Football Challenge in the United States against Club America, Chelsea and Inter Milan before that.
Former Brazil star Leonardo remained upbeat despite the defeat but has once again pleaded with his bosses to bring in new players.
“This squad is not sufficient for all the commitments we have, we need to add a couple of players,” he said.
Since the end of last season Milan have sold former world player of the year Kaka to Real Madrid for 67 million euros, seen Paolo Maldini retire and sent David Beckham back to Los Angeles and Andrei Shevchenko back to Chelsea after the end of their loan periods.
Coming into the club have been American defender Oguchi Onyewu on a free transfer from Standard Liege, Brazilian centre-back Thiago Silva and former Italy full-back Massimo Oddo, who has returned from a loan spell at Bayern Munich.
But the team have been left looking short in attacking and creative positions.
They have not won Serie A since 2004, since when their only trophy has been the 2007 Champions League.