A 51-year-old Nova Scotia man with ties to the Hells Angels has been denied a compassionate leave from prison because it is considered too dangerous for him and others.

Robert William Simpson is serving a life sentence for three first-degree murders.  He and his younger brother Shawn pleaded guilty in 2011 to killing two Quebec men.

The older Simpson worked as a bodyguard for an influential member of the Hells Angels.  According to parole documents, Simpson also worked as a hit man.

He has admitted to participating in three murders in the penitentiary system.  At a hearing before the Parole Board of Canada last month, he claimed to have committed ten murders and witnessed many others.

His criminal record began in 1980 when he was 17.  In 1995, he was sentenced to 11 years for involuntary homicide, conspiracy and robbery.

With an accomplice, Simpson robbed an 82-year-old woman, tied her up and gagged her. The accomplice was convicted of second degree murder. The Quebec murders were committed while he was unlawfully at large.

In rejecting his request for release, the parole board noted: "your prison history is full of violent offences."

"You assaulted and injured other inmates on numerous occasions by stabbing them.  You also hit a preventive security officer in the face and threatened to kill your institutional employer."

Relationship with police putting Simpson at risk

But Simpson has also agreed to testify against other members of the outlaw biker gang and has been co-operating with authorities.

The parole board noted that means Simpson is a security risk.

His father died in July, but he was denied permission to attend the funeral because his safety could not be guaranteed.

The plan was for Simpson to be allowed to visit at a later date.

In planning for the potential visit, authorities estimated that Simpson would be out of prison for six hours. He was to be handcuffed at all times and under constant audio and visual surveillance.

He was also to be accompanied by an emergency security team and police handlers.  He was to be offered a bulletproof vest.

The Parole Board of Canada noted that while Simpson is a high risk to reoffend, he was unlikely to attempt to escape, because his life would be at risk in public.

"The Board also takes into account the fact that you recently became a justice collaborator and that you are still in the process of testifying against influential members of a criminal organization," the Parole Board noted.

"[Correctional Service of Canada] would have to put in place exceptional measures for all types of leave."

For all those reasons, the board denied Simpson's bid for an escorted temporary pass from prison.