Utah Stories

Her Seventh Arrest Saved Her Life

Jackie Tress thought she’d die behind a dumpster, strung out on heroin and meth. Arrested for the seventh or maybe eighth time, she had one last chance. The Other Side Academy wasn’t rehab. It was a complete transformation. No handouts, no coddling, just brutal honesty and hard work. Now, she’s not just sober, she’s saving…

|

Jackie's Seventh Arrest Saved Her Life

Jackie Tress never imagined she’d end up behind a dumpster, strung out on heroin and meth, stealing to survive. She certainly never saw herself waking up in abandoned buildings, shivering through winter nights, or looking over her shoulder, running from the law. But addiction doesn’t negotiate. It takes everything. And for years, it had taken everything from her.

“I was completely lost,” Jackie recalls. “I didn’t care who I hurt, who I stole from, or what I had to do. I told myself I had camaraderie with other homeless people, but it was really cutthroat. At my lowest point, I accepted that I was probably going to die on the streets.”

But fate had other plans. After yet another arrest—her seventh or eighth, she had lost count—Jackie heard about The Other Side Academy (TOSA). It was a two-and-a-half-year program, nothing like the short-term rehabs or halfway houses that had failed so many she knew. TOSA wasn’t just about getting clean; it was about learning how to live a completely new life. For Jackie, that was the only kind of program that had a chance of working.

A Second Chance, the Hard Way

When Jackie stepped into TOSA, she had no idea what to expect. What she found was structure—unwavering, intense, and at times, brutally honest. There were no handouts, no shortcuts, and no coddling. Instead, there was work. Real work. Jobs with purpose, where every individual was expected to pull their weight.

At first, it was overwhelming. Jackie had spent years living moment to moment, her only goal being her next fix. Now, she was surrounded by people who had been exactly where she was, but had transformed their lives.

“I looked at these women who carried themselves with confidence, and I couldn’t believe they were once addicts like me,” Jackie says. “But then they told me their stories. And I realized, if they could do it, maybe I could too.”

Learning to Be Trustworthy

Jackie didn’t just learn how to work, she learned how to be accountable, responsible, and trustworthy. One moment in particular stands out in her mind: when one of TOSA’s leaders, Lola, trusted her to clean her home.

“There was her engagement ring sitting right there, the keys to her car,” Jackie remembers. “She trusted me. And because she trusted me, I wanted to be worthy of that trust.”

For someone who had spent years lying, stealing, and manipulating, that trust was everything. It was the first step toward rebuilding her sense of self.

Hitting Rock Bottom: A Blessing in Disguise

Before TOSA, Jackie had plenty of opportunities to change. People had offered her shelter, food, even money when she was flying a sign. But every time, she had found a way to use those resources to sustain her addiction.

“When people gave me a tent, I’d trade it for drugs. When they let me shower in their home, I’d go through their medicine cabinet,” she admits. “I didn’t need a softer landing—I needed to hit rock bottom.”

And she did. That final arrest saved her life. If she had been released back onto the streets, she knows she wouldn’t have survived much longer.

The Hardest Part: Facing the Truth

At TOSA, there were no excuses. The hardest lesson Jackie had to learn was that she had created her own reality. For years, she had blamed her circumstances, her childhood, her trauma. But at the Academy, there was no space for victimhood.

“It was hard to accept that I was the one responsible for my life,” she says. “But once I did, I realized that meant I had the power to change it.”

She learned that addiction wasn’t a disease she was doomed to battle forever—it was a choice. And every day at TOSA, she made the choice to be different.

A Future She Never Imagined

Jackie didn’t just graduate from TOSA; she stayed on for an extra year as a mentor, helping others find their way through the same process that saved her. Now, she’s a coach at The Other Side Village, helping people who are transitioning from homelessness to stability.

“I wake up some days and I can’t believe this is my life,” she says. “I get to see people come in broken, just like I was, and then I watch them change. I get to be part of that process. It’s incredible.”

She doesn’t plan on leaving anytime soon. Watching others transform is what keeps her going. She sees herself at The Other Side Village for years to come, paying forward the second chance she was given.

Breaking the Cycle

Jackie knows that many people see addicts as lost causes. But she also knows firsthand that real change is possible. She’s living proof.

“It’s not about throwing money at the problem. It’s not about making life on the streets more comfortable,” she says. “It’s about giving people a real opportunity to change, but making them work for it. That’s what TOSA does.”

Jackie’s story isn’t just one of survival. It’s one of transformation. And it’s a story that proves, no matter how lost someone may seem, there’s always hope.



Join our newsletter.
Stay informed.


  • Artist Kate Kilpatrick Brings Utah’s History to Life Through Murals

    “I think we’re all interconnected; as individuals as well as societies,” Kilpatrick notes. Her work showcases those connections exuberantly, and whatever scale she’s working on, you can bet that in terms of energy and spirit, she’s painting large.


  • Dyslexia and ADHD in Kids: Why Some Students Struggle to Read in School

    That’s what led to my conversation with Donell Pons, a Utah-based dyslexia expert who has spent more than two decades working with students who struggle to read. What struck me right away is how often we get the problem wrong from the start.


  • Why Most People Stay Stuck in Business and What It Takes to Move Forward

    Every so often, you meet an immigrant who came here with almost nothing and managed to build something exceptional.

    Prakash Shah is the kind of man who has spent enough time around risk that he no longer treats it like an interruption.

    Today, he works in business brokerage and advisory, helping owners sell companies, helping buyers decide whether they should step in, and, when the fit is right, helping connect those buyers with private equity. He works in a world of valuations, leverage, due diligence, and hard questions that most people would rather postpone. He also operates in Utah real estate and has built a career around seeing value before it is obvious to everyone else. That is who he is now. What makes him interesting is how early that instinct started to form, and how little his life resembles the way most Americans are raised to think about comfort, career, and security.

    He grew up in Nepal in a boarding school system that would feel severe to many Americans. He was an only child, yet he saw his parents only twice a year for twelve straight years, until high school graduation. He lived inside routine. He shared space with boys from different social classes and different family circumstances. The school was structured enough that money did not buy you any special standing once you were inside. Everyone followed the same rules. Everyone was subject to the same discipline. In his case, it was an army school. Everything was measured. Everything was scheduled. In that kind of environment, you do not build your life around preference. You build it around adaptation.

    That contrast matters.

    A lot of American children are raised to search for what fits them. What are you passionate about? What do you enjoy? What feels right? Those are not bad questions, but they can create a habit of waiting for life to align itself before action begins. Prakash learned something else much earlier. He learned that life often does not align itself first. You enter the room as it is, you deal with the people in it, and you figure out how to function without making your comfort the center of every decision. He said that one of the biggest lessons from those years was tolerance, the ability to live with people from all walks of life and genuinely learn to get along with them. That is not a soft value. In business, it turns into resilience. In negotiation, it turns into patience. In career terms, it turns into range.

    When he came to the United States over 25 years ago, he did not arrive with the kind of runway that allows for a prolonged identity search. He came with two suitcases and enough money for one semester. He went to Hunter College in New York City, then to NYIT near Central Park, studying media and then media and technology management. He also studied psychology. Those details matter because they show something about his mind. He was interested in people before he built a career around deals. Even then, what attracted him was not technical prestige. It was understanding motives, behavior, and how people reveal themselves.

    But New York is merciless toward vague ambition. It demands payment in rent, transit, food, and time.

    Prakash worked constantly. He took multiple jobs. He paid tuition, paid rent, and skipped most of what Americans imagine as college life. There were no romantic years of drifting from café to concert to self-discovery. He talked about not having the luxury of dates, travel, or finding himself. He was working. Even laundry was not a small detail. In New York, he pointed out, you do not just throw clothes in a machine at home. You haul them to the laundromat, count quarters, and measure what is necessary. He also described distraction in a way that most native-born Americans probably do not think about. For immigrants, distraction is not always pleasure. Sometimes distraction is the constant pressure of competing needs. Tuition or rent. Food or savings. A better coat or another month of making do. He was not romanticizing the struggle. He was describing the arithmetic of it.

    That arithmetic did not make him cautious. If anything, it did the opposite.

    While in college, he had the option of safer analytical work. Instead, he took a sales job with Time Warner Cable that sent him into the South Bronx from 6 p.m. to 10 p.m. to knock on doors. He is not a physically imposing man. He knew exactly what kind of neighborhoods he was walking into. He described apartment buildings where people kept pit bulls, where tension was normal, where one mistake in tone or timing could end a conversation immediately. For most people, that kind of job would have been something to survive and forget. For him, it became a school in human behavior. “It’s not about talking… it’s about listening,” he said.

    One story from that period says almost everything about how he operates. He knocked on a door one night around 8:45 and found himself facing a huge man with a gun on the table, pit bulls nearby, and a half-eaten pizza in front of him. It had all the ingredients of a very bad scene.

    Continue reading and support independent Utah journalism with a purchase of Utah Stories (Digital + Print) or 3 month free trial (Digital).


  • Ancient Pyramid Discovered in Sugar House Park, Salt Lake City

    A Salt Lake City resident says he may have uncovered what he believes to be a buried structure beneath a well-known hill in Sugar House Park, raising questions that have drawn both curiosity and skepticism.