Infamous 'Happy Face' Killer Cautions: Rex Heuermann Faces Dire...

Keith Jesperson, infamously known as the “Happy Face” serial killer, has been exchanging letters with Gilgo Beach murderer Rex Heuermann, offering a cautionary glimpse into Heuermann’s looming transfer upstate. Jesperson forewarns that the towering former architect is in for a stark reality check.

Jesperson, now 71, conveyed via a text message to podcaster Keith Rovere that Heuermann’s large stature and inflated ego might lead him to underestimate the challenges of prison life. “Rex believes his size will make prison easy,” Jesperson noted. “I had to remind him that smaller inmates also bulk up, often specifically to take on bigger guys. He’ll likely find himself in altercations, even in protective custody.”

This correspondence, shared with the media, highlights Jesperson’s belief that Heuermann, 62, could eventually be “left to fend for himself” by prison staff.

Rovere elaborated on Jesperson’s insights, mentioning that despite Jesperson’s nearly 7-foot frame, he experienced his share of beatings. “In prison, it’s about numbers, not just size,” Rovere explained to the media on Thursday.

Accompanying this narrative, a recent mugshot of Rex Heuermann from July 25, 2025, taken at the Suffolk County Jail in Riverhead, New York, provides a visual update. (Image courtesy of the Suffolk County Sheriff’s Office)

Heuermann remains in custody at the Suffolk County Jail in Riverhead, New York. He will be moved to a state prison after his formal sentencing on June 17.

When asked if he thinks Heuermann may have more victims, Jesperson, who admitted to killing eight himself, declined to answer.

“What l think isn’t important,” he wrote in a message to News Media. “We just have to wait and see on the 17th.”

Dubbed the “Happy Face Killer” for drawings he included in letters to the media, Jesperson said he’d rekindled a correspondence with Heuermann after the latter pleaded guilty, something Jesperson had urged him to do for years.

“He basically has told me thank you for letting him know about the process in the system dealing with [serial killer] cases,” Jesperson told News Media.

Writing from a prison in Oregon, Jesperson said Heuermann would’ve had nothing to gain by taking his case to trial given the evidence against him — which includes transferred hair DNA from his then-wife and daughter on some of the victims.

Heuermann’s ex-wife, Asa Ellerup, said through her attorney Thursday that she would not be attending his sentencing.

“Ms. Ellerup believes this day should be centered on the victims, their families, and the profound impact these crimes have had on their lives,” her attorney, Bob Macedonio, told News Media. “Out of respect for those who have endured unimaginable loss and suffering, she does not wish her presence to distract from the purpose of these proceedings. Her thoughts remain with the victims and their loved ones as they continue their pursuit of justice, healing, and closure.”

Suffolk County District Attorney Ray Tierney has said investigators do not believe the family was involved in Heuermann’s crimes.

“Probably why he pleaded guilty and avoid the trials,” Jesperson wrote. “Told him nothing to gain in the trials and everything to lose. Suggested him not to make a statement to the court at sentencing; however, his lawyers might be pushing him to.”

Jesperson first reached out to Heuermann within a week of his arrest in July 2023. Since then, he’s sent almost 40 more letters, according to a source close to the family.

“Rex, in New York, has had my letters telling him to deal out to better his placement inside,” Jesperson told News Media in January. “Yet he is letting it play out.”

Early on, Heuermann responded just once in a handwritten note that was later shared with News Media, but Jesperson now says he has received more replies after changing his plea in April.

Jesperson first shared Heuermann’s initial reply with “The Lighter Side of True Crime” podcast host Rovere, who provided a copy to News Media. In it, Heuermann complained about jail food and exercise conditions and fretted that guards might be reading his mail.

Heuermann’s attorney Mike Brown had attempted to have groundbreaking DNA evidence obtained from rootless hair samples thrown out. Shortly after the judge denied his motions and scheduled the trial for September, Heuermann changed his plea and admitted to the killings at a hearing on April 8.

He had been charged with seven murders and agreed to confess to an uncharged eighth as part of the plea deal.

Heuermann is expected to receive multiple consecutive sentences of life in prison, at least three without the possibility of parole, at his sentencing hearing Wednesday.

Heuermann, a New York City architect who lived in Massapequa Park on Long Island, has pleaded guilty to the murders of Melissa Barthelemy, Megan Waterman, Amber Costello, Maureen Brainard-Barnes, Jessica Taylor, Sandra Costilla and Valerie Mack. He also took responsibility for the uncharged murder of Karen Vergata.

All of the victims were tortured and strangled, according to prosecutors. Some were dismembered.

As part of the plea deal, he agreed to work with the FBI’s Behavioral Analysis Unit and allow federal experts to study his murderous psychology.

The Gilgo Beach murders were exposed in 2010 after a woman named Shannan Gilbert went missing in the area, about 45 miles east of New York City along the sparsely populated Ocean Parkway.

While Suffolk County police ultimately deemed Gilbert’s death an accident, they found 10 other sets of remains before they found hers, including several of Heuermann’s victims.

He wasn’t identified as a suspect until new leadership in Suffolk County created a task force to take a new look at the cold case in 2022. Investigators also linked him to remains found in eastern Long Island.