The U.S. Marshals Service wants to auction off the belongings of crime boss Whitey Bulger to raise money for his many victims and their families.

Bulger began a life of crime at the age of 14, rising in the 1970s to the status as one of the preeminent figures of Boston’s organized crime circuit. For years, he served as an FBI informant against the Patriarca family, one of the area’s biggest mob families, while simultaneously trying to build his own mob network and subvert the family as a ruling force in the area. Bulger’s time as a gang leader was marked by drugs, violence, and other illegal activities, so when he finally fled the Boston area in 1995, he was notched as one of the FBI’s most wanted fugitives.

In 2011, after a years-long manhunt, Bulger was finally arrested. This past August, he was found guilty of numerous counts of murder, extortion, conspiracy, federal racketeering, and drug trafficking, and sentenced to serve back to back life sentences in prison.

Now, according to the Boston Globe, the U.S. Marshals want to use the items they seized from Bulger’s Santa Monica apartment upon his arrest to make some money for charity. More specifically, the money made from the auctions will be split among the families of the 11 people Bulger was found guilty of murdering earlier this year.

Some of the items set to be auctioned are certainly valuable. For instance, Bulger’s claddagh ring, part of his traditional Irish heritage, is made from gold and diamonds and is valued at approximately $48,000. Another ring, a Stanley Cup championship ring replica, could fetch up to $3,000.

However, an equal number of Bulger’s possessions hold a limited inherent value, and the feds aren’t quite sure about how to go about selling those items in an auction. A collection of books related to organized crime, a dummy Bulger used as a decoy in his apartment window, a collection of dishes, and even Bulger’s sneakers could find their way to auction and would likely net a reasonable cash flow if only because of their connection to such a notorious figure. After all, criminal memorabilia has sold well in the past: years ago, the Unabomber’s iconic outfit of  sunglasses and a hoodie sold for more than $20,000.

Still, while the U.S. Marshals are sure that Bulger’s belongings could net a substantial level of earnings, they have to weigh the pros and cons of auctioning off the former gang leader’s more mundane junk. While the sales of such items would earn more money for victims, they would also risk glorifying a depraved killer.