The Maze | Chapter 8

β€œThe most dangerous decision you can make is deciding the ending before even attempting to improve it,” I told him.

I was in New York to speak at a Goldman Sachs investment conference. After the presentation, I stayed behind to answer questions and talk privately with people who wanted a few minutes one-on-one.

One of them was a fifty-nine-year-old physician.

He had reached out the week before. After our call, I invited him to attend the event as my guest and suggested we sit down afterward before I flew back to Los Angeles.

When we met, he didn’t ease into it.

β€œI’ve been indicted,” he said. β€œKickbacks to marketers. It went on for years.”

He explained that one of the marketers had been charged first and, through wiretaps, the government built its case against him. He didn’t argue the facts or minimize what had happened. He spoke calmly, almost mechanically, as if he had already walked himself through the outcome.

β€œI’ll lose my license,” he said.
β€œI’ll lose my money.”
β€œAt my age, recalibrating isn’t realistic.”

He paused.

β€œI’ve been a doctor my entire adult life. I don’t know how to do anything else.”

There was no anger in it. No self-pity. Just acceptance.

β€œI’m already thinking about leaving New York,” he continued. β€œBetween the cost of living and the shame that comes with this, I don’t see a reason to stay.”

I listened.

After a moment, he added something I’ve heard from defendants more times than I’ve heard my kids say, β€œDad, can I go on YouTube and watch Mr. Beast?”

β€œNo offense,” he said, β€œbut this was easier for you.”

I didn’t interrupt.

β€œYou were whatβ€”thirty? No kids? Easier to start over. I’m a doctor. I’m not a natural communicator like you.”

He gestured toward the conference badge on the table.

β€œYou just spoke in front of thousands of people.”

Minutes earlier, senior executives from Goldman Sachs had come up to shake my hand. One managing director told me it was a shame I wasn’t allowed to work at the bank, that my experience and knowledge would be valuable there.

He wasn’t resentful. He said it as if the comparison closed the discussion.

Hearing it didn’t prompt the doctor to consider whether his own experience might still have value. It confirmed the opposite.

I’m too old.
I’m a doctor.
I’m not built for this.

Rather than focus on his questions about what prison would be like, I asked him a question.

β€œDo you know Theseus?”

He shook his head.

β€œCan I tell you a story?”

β€œOf course.”

β€œIn ancient Greece,” I said, β€œAthens sent young men and women into a maze or labyrinth as tribute. Inside was the Minotaurβ€”a creature so dangerous that once you entered, no one ever came back.”

He leaned back in his chair, listening.

β€œEveryone who went into the maze before Theseus accepted the same assumption you’re making right now,” I said. β€œThat once you enter, the ending is already decided.”

β€œThey just went in to die?” he asked.

β€œSome fought,” I said. β€œThey ran. They tried to endure it. They all died.”

β€œBefore he entered the labyrinth, he spoke to Ariadneβ€”the daughter of the king who built the maze. She had watched every man before him enter.”

β€œTheseus listened,” I said. β€œNot because he was fearless, but because he’d seen how it ended for everyone else.”

β€œSo what did he do differently?” the doctor asked.

β€œHe didn’t go in empty-handed,” I said. β€œAriadne gave him a thread.”

The doctor waited.

β€œThat thread wasn’t a weapon,” I said. β€œIt didn’t make him physically stronger. It didn’t guarantee anything. It just made sure that every step he took into the maze was connected to a way back out.”

β€œSo what’s the thread?” he asked.

β€œFor me,” I said, β€œit started with deciding how I wanted to live in and out of prison.”

I told him that when my securities licenses and real estate license were gone and my reputation had been destroyed, I believed many of the same things he was saying now.

That I’d never rebuild.
That I’d never make real money again.
That I’d never get married.
That whatever came next would be smaller and permanent.

β€œMeeting Michael Santos didn’t change what had already happened to me,” I said. β€œIt changed what I did next. He told me to think about the end before the beginningβ€”to start building assets that didn’t yet exist.”

I told him that meant writing every day when no one was asking for it, documenting work that no one may read, and preparing for a future that felt uncertain. 

β€œI’m not telling you building new assets will work exactly as you hope it will or keep you out of prison,” I said. Clint Eastwood once said, β€œIf you want a guarantee, buy a toaster.” In my case, I knew that if I didn’t invest the time to create a new narrative, this experience would define me forever. And as simple as it sounds, that’s not the person my parents raised.”

β€œThis Minotaur story sounds fatalistic,” he said.

β€œIt sounds practical,” I said. β€œEveryone Athens sent before Theseus had watched the same thing happen. No one returned.”

β€œBut they fought, right?”

β€œYes,” I said.

β€œAnd it didn’t help?”

β€œIt didn’t,” I said. β€œBecause the Minotaur never chased them. The labyrinth wore them down first.”

He leaned forward. β€œWhat do you mean by that?”

β€œThe repetition. The confusion. The exhaustion,” I said. β€œBy the time they reached the center, they weren’t thinking clearly anymore.”

β€œSo they didn’t lose because they were weak.”

β€œNo,” I said. β€œThey lost because they entered trying to survive the same way everyone else had.”

He sat back. β€œAnd you’re saying that’s what happens to defendants.”

β€œI’m saying that’s what happens inside the system,” I said. β€œPeople don’t question the approach. They repeat it.”

β€œRepeat what?”

β€œThey explain,” I said. β€œThey argue facts. They behave as if the outcome is already fixed.”

β€œAnd that’s the mistake.” he said.

β€œThat’s the maze. Theseus doesn’t accept the same premise. With guidance from Ariadne, he doesn’t accept that entering means disappearing.” I said.

β€œBut he knows the Minotaur is real.”

β€œHe knows,” I said. β€œThat’s why he plans how to leave before he enters.”

He nodded slowly. β€œI see what you’re doing. This is still mythology.”

β€œLet me give you a real example,” I said.

β€œClyde Gibson. Different facts than yours. Different charge. Same assumption.”

β€œWhat assumption?”

β€œThat the ending was already decided.”

I told him Clyde pleaded to one count of aiding and abetting false tax returns. I told him Clyde’s lawyer said to expect prisonβ€”twelve to eighteen monthsβ€”not as a possibility, but as the likely outcome.

β€œAnd Clyde believed that?”

β€œHe didn’t argue with it,” I said. β€œHe just didn’t let that be the end of the story.”

β€œWhat did he do differently?”

β€œHe started preparing before sentencing, before the plea agreement, before the probation interview,” I said. β€œHe wrote his narrative early. He documented his work. He volunteered. He led for his family, setting the tone that nothing would stop him from trying to earn the best outcome. He did a beautiful job of doing the work on days he would rather do just about anything else.” 

β€œAnd these cynical stakeholders noticed?”

β€œThey did,” I said. β€œProbation noticed. The judge noticed. Even the prosecutor said something unexpected in open court.”

β€œThat Clyde wasn’t a threat and didn’t appear likely to reoffend.”

β€œAnd the sentence?”

β€œProbation.”

He exhaled. β€œSo preparation changed the outcome.”

β€œIt changed how the system responded to him,” I said. β€œThat’s different.”

He nodded. β€œSo the thread isn’t optimism.”

β€œNo,” I said. β€œThe thread is refusing to accept an outcome too early.” 

He sat quietly.

β€œSo you’re saying the system doesn’t really change.”

β€œI’m saying the structure doesn’t,” I said. β€œThe prosecutor still controls the case. The judge still decides the sentence.”

β€œThen what actually changes?”

β€œHow you enter it,” I said.

β€œThe investigation, the PSR, sentencingβ€”whatever comes next. Again, most defendants enter assuming the outcome is fixed, so they behave as if it is.”

β€œSo they stop doing anything that could change it.”

β€œWhy change if you don’t think it will help?” I said. β€œMost people in crisis react instead of build.” 

β€œAnd the prosecutor?”

β€œThe prosecutor doesn’t need to react,” I said. β€œThey already framed the language.”

He paused. β€œSo the Minotaur is the prosecutor.”

β€œThe Minotaur is the system,” I said. β€œThe prosecutor is part of it.”

β€œAnd it doesn’t chase.”

β€œNo,” I said. β€œIt waits.”

He nodded slowly. β€œSo people walk into it exhausted.”

β€œThey do,” I said.

β€œAnd Theseus avoided that.”

β€œTheseus avoided entering blind,” I said.

He looked down at his hands.

β€œSo when I leave here,” he said, β€œnothing about my case changes.”

β€œThat’s right. But you have a choice on how you enter the maze,” I said.

He sat quietly.

β€œI called you,” he said. β€œI came here. I’m not pretending this will be easy.”

β€œI wouldn’t believe you if you said it would be,” I said.

He gave a small nod.

β€œI’ll be back in Los Angeles and back to work tomorrow,” I said. β€œWe can continue then.”

As we stood up, he said, β€œSo the thread is the work.”

β€œThe thread is refusing to wander,” I said.

Discussion Questions

1: What have you stopped doing in your case since someone told you to β€œexpect prison” β€” writing, documenting, asking for feedback, preparing β€” and who told you that?

2: Which part of your case are you currently treating as finished even though sentencing hasn’t happened yet β€” and what evidence supports that belief?

3: If a probation officer or judge reviewed your actions from the last 30 days, what would they see that shows you didn’t decide the ending early?

Read Our New York Times Article

And Lessons From Prison, Free!

This is a staging environment