In 2005, he sent off 21 players in 16 league games. During a 2005 match that faced San Felipe against Unión Española, the latter's goalkeeper Ignacio González received his second yellow card, and consequently a red card. Upset by this, González brought Osses to the ground after hitting him in the face. Afterwards the player was held in police custody for two hours. He faced a ban of up to 50 matches, which he did not serve because he left the team, to play in Argentina.[4]
In March 2013, FIFA named Osses to its list of 52 candidate referees for the 2014 FIFA World Cup in Brazil.