Mike Flaherty: From Shadows of Abuse to a Life of Purpose
Mike Flaherty shares a first-hand addiction story and practical lessons for people navigating legal pressure, incarceration, or reentry.
Key Takeaways
- Mike spent seven to eight months as a fugitive before a car chase and assault on a police officer led to seven concurrent felony sentences.
- His turning point came on Christmas Eve in solitary confinement when he stopped praying to get out and started asking God to help him change.
- Through Constructing Futures, Mike learned humility by taking the bus to work sites for a year before becoming a partner in the business that helps formerly incarcerated people.
Mike Flaherty called me a few days after Christmas, and within the first five minutes I knew his story would hit different. He’d been out of prison for 10 years, was building houses with guys fresh out of the system, and had one of those rock-bottom moments that either destroys you or rebuilds you from the ground up.
Growing Up in the Shadow of an Unpredictable Father
Mike grew up in St. Louis with three siblings, but the family dynamics were anything but stable. His father was an alcoholic who coached little league but brought chaos to the field.
“I was 11 or 12 in a little league baseball game and I struck out three times and my dad actually pulled me off the field in the middle of the game,” Mike told me. “So yeah. He pulled me off the field in the middle of the game in front of all the parents and all the other coaches teams. It was pretty embarrassing.”
The physical abuse escalated until Mike hit 16. That’s when something shifted. Mike had been working out, playing sports, getting stronger. One day he’d finally had enough.
“Me and the old man kind of went out in the front yard and I said alright let’s go. Let’s go time. And after that he kind of left me alone,” Mike said. “I stood up for myself and I never you know I was never able to. It felt pretty good.”
College Years and the First Taste of Trouble
Mike went to the University of South Florida for a year, then bounced to Southwest Missouri State before finishing at Mizzou. College was where the partying got serious, and where he got his first real wake-up call.
“I got my first DWI as a freshman in college. It was my first taste of jail. Scared me. At first until the heat kind of you know blew over. Got slapped on the wrist who was my first offense. And then you know I kind of forgot about it quickly,” he said.
After college, Mike landed in real estate and construction sales with companies like Rawls Homes and Mayor Homes. The money was good, really good, and that fed a lifestyle that was spinning out of control.
“Some days I don’t know how I went to work,” Mike said. “Some nights I wouldn’t go to sleep. I go straight to work. I come home for a quick shower and I was living that kind of lifestyle.”
Seven Months on the Run
By his late twenties, Mike was caught in a cycle. More DWIs, drug possession charges, good attorneys keeping him out of prison. He spent over a decade on probation or parole, always managing to stay just ahead of serious consequences. Until he couldn’t.
When a felony warrant went out for his arrest, Mike went underground for seven to eight months. That’s not a sustainable way to live.
“I was always turning my back. I’m always looking. I’d see a cop. I would freeze. It doesn’t sound like a good way to live for seven or eight months on the run. It was not. So actually when I got caught it was kind of a sense of relief,” he said.
The end came on a Friday night in 2009. Mike was out with his girlfriend and friends when someone in the backseat threw a bottle out the window. Police lights. Sirens. Mike made a choice that would define the next five years of his life.
“I told everybody in the car, you better buckle up. I’m not stopping,” Mike said. “I knew if I stopped I was going to jail. So I was going to do everything in my power to not go to jail that night.”
The Night Everything Changed
The chase went three or four miles through subdivisions, across people’s yards. Mike was loaded on cocaine and alcohol. When he ran out of real estate, he jumped out and ran. He made it maybe a few hundred yards before a cop was right there.
“I turn around and I hit him with a forearm. And by that point I knew I made a big, big mistake,” Mike told me. “I just remember getting tased and beaten. For a while.”
Sitting in the back of that patrol car, Mike knew his life had just taken a hard turn. “I’m like, I’m going to be gone forever. It’s the initial thought, you know, because I knew I had some serious charges.”
The prosecutor’s first offer was 35 years. Mike was 30 years old.
County Jail and the Longest Nine Months
Mike spent nine months in St. Louis County jail while his attorney, Travis Noble, worked to get that 35-year sentence reduced. County was brutal. No outside time, limited phone privileges, violence around every corner.
“County was pretty rough because you can’t go outside. Limited phone privileges. I read a lot of books. Did a lot of push-ups. Anything to keep? I volunteered for work. Inside, I was sweeping, mopping floors just to try to stay busy,” Mike said.
Eventually the deal came down: seven years on five felony charges, running concurrent. His attorney thought he’d do 20 percent of the sentence and be out in less than two years. Mike started counting months, thinking he’d be home by Christmas.
He was wrong.
Prison and the Parole Board Reality Check
After diagnostic processing, Mike landed at Moberly Correctional Center. On his second day, he loaded up at the canteen with groceries and a TV. Bad move. A guy called Fat Joe announced he’d be coming to collect Mike’s stuff.
Mike’s cellmate, an older guy who’d done over 20 years, gave him the reality: “Put all your stuff under your bunk. You’re going to be going to the hole. If you don’t fight him, then you’re going to be a target. You’re going to be that guy.”
“He came up to my door. I opened the door and, I mean, just the first thing, just blasted him,” Mike said. “I jumped on top of him. Next, I know the cert teams, you know, rushing and mason me and handcuffing me, taking me to the hole.”
Seven days in the hole, but when Mike got out, nobody bothered him again.
The real shock came when he saw the parole board. Mike was expecting his 20 percent sentence and immediate release. Instead, he got a letter scheduling his release for 2013. Four more years.
“I lost it. You know, they seared me, basically,” Mike said. “They said, you know, all the multiple films I had and they said, you should have been locked up a long time ago. We’re going to make it up right here. They said you’re a danger to society. And looking back, I probably agree with them.”
Christmas Eve in the Hole
Mike shut down. Started running a sports ticket, gambling, becoming part of the prison economy. Two years before his release, he was back in the hole for four or five months on a drug investigation.
It was Christmas Eve when everything changed. Mike got mail from family, pictures of nieces and nephews growing up, life moving forward without him.
“I tried out to God. I don’t want to live like this anymore. God, please help me through this. I’ll do my part,” Mike said. “That was kind of a different type of prayer. I usually prayed for, get me out of this God, but this time I was kind of willing to do what I need to do. I’ll take on my responsibility.”
“I looked at myself in the mirror. I just hated myself. I’m like, this is what my life has come to. I’m sitting here on Christmas. In prison. In the hole. And I’m looking at family photos. I should be part of this.”
Work Release and Treatment
When Mike got out of the hole, he signed up for treatment and work release on his own. He stopped associating with the wrong crowd, got transferred to a work release camp, and spent a year working for MoDOT cutting trees alongside highways for nine dollars a day.
The final stop was Maryville treatment center, six months of behavior modification that felt like a cult but gave him structure and accountability.
Coming Home and Building Something New
Mike was released at 1 AM in Maryville, put on a bus to Kansas City, then flew back to St. Louis. The technology had changed, the pace felt overwhelming, but his family was there at the airport waiting.
Two weeks later, through his sister’s ministry work, Mike met Rick Gray from Constructing Futures. Rick became his sponsor, his boss, and eventually his business partner.
“Rick wanted me to, one of his sayings was, I want you to chop the wood before you can feel the heat,” Mike said. Rick made Mike take the bus to work sites in North County even though he drove right past Mike’s aunt’s house. It was about learning humility, proving commitment.
Ten years later, Mike is still building houses and giving guys coming out of prison the same chance Rick gave him. The nightmare became the foundation for something real.


