Many questions still remain about what motivated 29-year-old Omar Mateen, the man responsible for the deadliest mass shooting in United States history. And because he chose Pulse--a gay nightclub in Orlando-- as his target, there is evidence the attack was also a hate crime.

Former Attorney General Martha Coakley (@marthacoakley) and a former head of Boston's anti-terrorism unit, Michael Ricciuti (@KLGates), joined Jim on Monday night to discuss the many issues surrounding what unfolded, and where the investigation is going next. 

In 2013 and 2014, Mateen was on the FBI watch list and questioned for potential ties to terrorism. He was later removed from the list after the FBI closed the two cases. Ricciuti said that the FBI has certain guidelines that they must abide by in cases like these, and that it is not uncommon for them to clear lots of leads. "Files don't stay open perpetually," he said. "It is a privacy violation." Coakley added that "they can't keep open files on everybody." She also spoke to the coordination of information in the case, "the sharing of information, the working together, of the FBI and local authorities and the mayor and the attorney general of Florida," appear to be very coordinated. In the years since 9/11, law enforcement has increased their communication between departments and agencies. 

However, when it comes to lone wolf cases, investigations become much harder. When the suspect acts alone, there is no communication to be tracked between assailants, making many methods of surveillance obsolete. Ricciuti also noted that these cases are difficult to track because, "there's no meeting of co-conspirators." Coakley raised the issue of mental illness, and what motives someone to orchestrate an attack like this. "It's a crime of hate, but they're also acting out of hate for themselves," she said. She said that statistically, there's no indication that mentally ill people are any more dangerous than other people. 

Jim ended the interview asking if we are better able to stop lone wolves today than we were at the time of the Boston Marathon bombing. Both Coakley and Ricciuti agreed that we are. Coakley said that we have become more aware of the risk assessment in these cases. Ricciuti noted the improved connections and communications between law enforcement agencies.