passing the encoded NOC-List to Barrett. When Management burned skilled and talented spy Michael Westen with all of Simon's crimes to secure his dismissal, Simon somehow discovered this information and became obsessed with Michael for taking the "credit for his work". In the third season, $10 million was offered to get Simon out of the country. Both freelance spy-wrangler Tom Strickler and professional assassin Mason Gilroy planned to have Simon broken out of the super-max prison. After Michael gunned down Strickler, Gilroy took it upon himself to break Simon out for the promised price tag and ultimately forced Michael to assist in the dangerous jailbreak. Once the plane's pilots were bribed to stop at Miami, Simon turned on Gilroy by shooting him in the abdomen and strapping him to an explosive device that blew him up inside of his car. In the season finale "Devil You Know", Simon is now a free man and on the loose once again and first turned his attention to Michael by forcing him to lure Management to Miami. During a meeting between Michael and Management atop a helipad, Simon detonated a bomb that blew up the helicopter and stormed the rooftop under a police officer disguise. He killed several of Management's bodyguards and captured the old man but Michael barely escaped death by sliding down a construction chute. Restraining Management inside the back of an ambulance that served as his escape vehicle to flee the scene of the bombings, Michael hijacked another car and crashed into Simon's ambulance. After a struggle between Simon and Michael, Simon is once again captured, but promised Michael that he'd soon "end up just like [Simon]". In the fourth season, Simon is once again a prisoner of Management. When Michael requested he returned to Miami for interrogation about who his benefactor was, Simon broke free of his restraints and attacked Michael, hurling them both out of a window and onto a deck. There, he told Michael of the location of a buried stash he had hidden inside a cemetery containing an audio tape that implicated "Vaughn" in Michael's burn notice. He also led Michael and his allies to Barrett. In the final season episode "Tipping Point", Simon reappears after it is revealed that the CIA has been using him for off-the-books missions for two years, causing Michael to ultimately and finally lose all faith in the CIA. He attempts