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Jackson Hole, WY News

Friends remember Olsen's generosity, joie de vivre

High school student dies in Highway 22 crash.

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Wiley Owen memorial

Three days after Wiley Olsen died in a car crash, his friends remembered his ebullient personality and his generosity.

Last year during an AP psychology class, Ian Dalton was talking about buying his first car but was having trouble scraping together a down payment by the seller’s deadline.

“Oh, I get my paycheck in like two days. I’ll give you my paycheck,” Jackson Santomauro recalls Olsen telling Dalton, without any hesitation. “He didn’t have much, but he would give more than anyone else. I was speechless.”

Wiley Owen

Wiley Olsen is remembered as a generous, kind high school senior. He died Saturday in a car crash on Highway 22 near Skyline Ranch.

Dalton said the only thing Olsen wanted in return was a ride in the car to McDonald’s and a box of McNuggets.

Friends said Olsen, a 17-year-old senior who lived in Alta, valued people over material things.

“He was super simple; he always wore the same clothes,” Dalton said. “He gave everything he had to someone else, even though he didn’t have much.”

Santomauro’s mother, Laura, said Olsen gave her daughter, Bella, the sweatshirt off his back during a cold campout this summer up Mosquito Creek.

Around 9:15 on Saturday night, Olsen was driving from Jackson toward best friend Wyley Menolascino’s West Bank house for a card game when the accident happened.

A motorist who witnessed the crash said a moose crossed the road just east of Skyline curve, and Olsen swerved to avoid it.

Wiley Olsen memorial

Friends and classmates of Wiley Olsen built a makeshift memorial on Highway 22 at the site where the 17-year-old Jackson Hole High School senior was killed in a car accident Saturday evening.

Olsen went to the right, then overcorrected to the left, Wyoming Highway Patrol Lt. Matt Brackin said, spinning into the eastbound lane of Highway 22, where a couple driving their Ford Expedition had no time to react and struck his Subaru broadside. He died at the scene.

By press time Tuesday evening, 729 people had donated $56,690 to a account to help Olsen’s family with his funeral expenses.

Former history teacher Jim Rooks took note of Olsen’s independent spirit and intelligence during the world history class he taught Olsen as a sophomore.

“Under the class clown sort of behavior was a serious, intellectual kid,” Rooks said. “He was always asking questions. He loved to continue conversations, explore topics in-depth.”

Olsen’s values were close relationships and a good quality of life, Menolascino said.

Wiley Owen

Tommy Berner, Brent Offutt, Jack Love, Wyley Menolascino and Wiley Olsen before heading out on a recent canoe trip in Yellowstone National Park.

“There was nothing fake about Wiley,” Menolascino said. “He always put other people in front of himself, always. He was extremely humble and grateful for everything that he got.”

A good student, Olsen didn’t talk much to Menolascino about his plans for the future beyond 2021 graduation.

“He was kind of going with the flow,” Menolascino said. “He was going to try to figure that out this year. He loved to socialize, see new things, meet new people.”

A few weeks ago, Olsen joined friends on a four-day paddling trip in Yellowstone National Park. Although there was “some adversity,” senior Tommy Berner said, including torrential rain and canoeing into the night, “he never once complained.”

They hadn’t spent much time together before the trip, but Berner was impressed.

“You only needed to talk to him once or twice to be struck by how special of a kid he was,” Berner said. “I never heard him say a negative word about anyone. He was always the last one to eat, ‘No, you go ahead.’ He always shared. Everyone’s just crushed.”

From Sunday afternoon through the publication of this newspaper, people driving past the crash site have noted groups of teens gathered along the roadside, holding on to the memories of their friend, processing their grief.

“I’m absolutely heartbroken, as I know the whole community is,” Rooks said. “My love, thoughts and prayers go to his family. It’s absolutely devastating.”

Wiley Olsen memorial

Friends and classmates of Wiley Olsen gather Sunday afternoon at the site where Olsen was killed in a car accident the night before. The accident report indicated Olsen drifted off the road, overcorrected and spun into the eastbound lane where his Subaru was broadsided by an oncoming SUV. He was pronounced dead at the scene.

Contact Johanna Love at 732-7071 or

Johanna Love steers the newsroom as editor. Her time off is occupied by kid, dog, biking, camping and art. She loves to hear from readers with story tips, kudos, criticism and questions.

(2) comments

Susan Stephens

This article truly captures the Wiley we’ve known and loved since he was a little kid here in La Quinta. He was a brother to our boys and another son in our home. His Mom is an amazing woman and her light and love were a big part of Wiley. We’re going to miss you so much buddy, you will always be a part of us.

Tim Rieser

Heartbreaking does not cover this.

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