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The alleged Portside Pub killer signed a plea deal that would net him life in prison without parole, documents show.

Caprice Cashaw, 32, of Merrillville, pleaded guilty in documents filed this week to two counts of murder and three counts of attempted murder in the March 2025 deadly rampage.

A hearing is scheduled Wednesday to potentially submit the plea in court. A judge would have to review and accept it. A sentencing date would be set later on.

Prosecutors indicated earlier this year they would seek life in prison without parole for him.

Cashaw is accused of killing bartender Paul Olivares, 25, of Whiting, and longtime patron Lorraine Reyna, 59, of Whiting.

Cashaw’s girlfriend, who survived with two others, was shot 10 times.

Court filings show Cashaw left the Horseshoe Casino in Hammond on March 30, 2025 after losing several thousand dollars, an affidavit states.

He was “mad” and took it out on his girlfriend and started beating her while driving back from the casino.

He pulled over randomly in front of the Portside Pub, 1516 Indianapolis Blvd., to keep assaulting her. Four people in the bar stepped outside to help her — setting the evening’s events in motion.

When the girlfriend tried to run, he opened fire, killing Olivares and Reyna.

In addition to Cashaw’s girlfriend, police found another man on his hands and knees, who was shot multiple times. Another woman was shot in the leg while hiding in a walk-in cooler.

“Paul and Lorrie both had hearts of gold and truly loved people,” according to the bar’s Facebook post just after the shooting. “They were great people who were so kind to everyone and with their big hearts they would never hesitate to help someone.”

“Lorrie was known for a long time for her generosity and the way she always made you feel like a friend. Both will never be forgotten,” it said. “They taught us a lot about how to conduct ourselves in this world.”

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