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Matt Cox on the Fry Machine and Freedom

White Collar Advice

Release Date: 08/15/2026

My Son Asked If Prison Was Kind of Fun show art My Son Asked If Prison Was Kind of Fun

White Collar Advice

My young son asked me if I'm happy I went to prison. I asked him why he would ask that. He said it seems like it was kind of fun. I told him I'm not happy I went, and I don't want him to go. I speak about it favorably because I learned so many valuable lessons. Here's a small one. I had a great trip in Billings, Montana, I'm flying home, and terrible weather in Denver has me delayed two hours, then another two. I'm not complaining. I'm sitting here alone listening to a Jim Rohn audiobook. I'm not standing for count. I'm not doing a fire drill at 2 a.m. When I share those details with my son...

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Start Thinking Like the Underdog You Are show art Start Thinking Like the Underdog You Are

White Collar Advice

About six months ago a former accountant who served 15 months for payroll protection fraud called me with one question: how do I disclose my felony conviction to potential employers. He didn't take the advice, because he called me today with the same problem while I'm in Montana still trying to get home. I reminded him that prison doesn't change the fact that he ran a successful business for more than 20 years and holds an undergraduate and a master's degree. He owned the conviction and accepted responsibility for it, but he isn't thinking like an underdog. Malcolm Gladwell wrote about that in...

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Matt Cox on the Fry Machine and Freedom show art Matt Cox on the Fry Machine and Freedom

White Collar Advice

Matt Cox on the guys who won't take a job because it pays a hundred dollars a day instead of 300 or 400. Work five days at a hundred and you have 500 you didn't have before. He says they would rather stay in prison than do something beneath them, and he asks what's beneath you when prison is where you already are, at the bottom. If he's working the fry machine at a fast food place, he still gets to watch YouTube, watch Netflix, turn the channel, meet a girl, order his own food. All of that is an improvement. The worst day out here is better than the best day in prison. They don't see it that...

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He Told Me His Lawyer Wouldn't Let Him show art He Told Me His Lawyer Wouldn't Let Him

White Collar Advice

A doctor back east called me. I spoke with him about nine months ago and he told me his lawyer wouldn't let him do the work. I said he could have a different conversation and try to engineer something different. He said no, he won't let me. So now he has a probation interview that isn't correct, a sentencing memorandum he never reviewed, and the longer sentence he absolutely knew was coming, and he's blaming everybody else. The lawyer is an opponent. The prosecutor is an opponent. The judge is an opponent. I told him how he gets back on track, and telling people what they don't want to hear...

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Instagram Followers Don't Make You a Lawyer show art Instagram Followers Don't Make You a Lawyer

White Collar Advice

I'd rather be in prison than on a fast boat in the ocean, but my kids love it and I love my kids. When I got off the boat in the Bahamas I had a kind text from a guy who scheduled a call with me for Monday. He asked me to review his indictment and his potential plea agreement before we talk. I won't, and here's why. A consultant in Florida who has been to prison twice told someone he might as well go to trial, because if he loses the sentence is the same either way. That guy got nine or 10 years. Another guy, apparently because he has some followers on Instagram, told a doctor to take the deal...

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What Chipper Told My Best Friend Over a Drink show art What Chipper Told My Best Friend Over a Drink

White Collar Advice

I saw Chipper Jones at dinner in the Bahamas and it took me back to 1999. I'm not comparing myself to a Hall of Famer, the second greatest switch hitter of all time behind Mickey Mantle, but it shows what one conversation can do. My best friend Brad Fulmer, who came to my sentencing hearing and visited me twice a month in prison, was in his second year with the Montreal Expos. He finished third or fourth in Rookie of the Year voting the year before, then got off to a bad start and felt the manager wasn't a fan and wouldn't play him against lefties. I was in Montreal watching the Braves play...

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Stop Playing Director in Your Own Mind show art Stop Playing Director in Your Own Mind

White Collar Advice

Back from the Bahamas, wrecked. I got a text that said please call me immediately, so I opened a Coke Zero and called. He told me I didn't know him, that he was on my live YouTube video two weeks ago and made a note of something I said, and that it proved why his judge gave him an extra two years. What I said was that a judge may give a longer sentence to account for the reductions: a year off from the First Step Act, another year to offset the drug program, and up to 12 months in the halfway house for good conduct. Three years with FSA, RDAP, and halfway house. He said that's exactly what...

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I Was Just Sentenced, What Should I Do Now show art I Was Just Sentenced, What Should I Do Now

White Collar Advice

Someone left the courthouse and texted me: I was just sentenced, what should I do now? I don't know if he's married, if he has children, how old he is, or the length of the sentence, so I answered on a macro level for anyone who was just sentenced. Start with gratitude. You will serve time with men who were taken into custody at their guilty plea, remanded that day, and never saw freedom again. You're free, and that's your chance to prepare. Make sure your judgment and commitment order is correct. Did your lawyer ask for a specific prison, not the closest prison to your home, which could be...

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How to Get Nine More Months in 30 Seconds show art How to Get Nine More Months in 30 Seconds

White Collar Advice

A case study in 30 seconds on how to get a longer federal prison sentence, probably nine months longer. Your victim, someone you hurt mentally, financially, and emotionally, is speaking to your very cynical judge who used to run the fraud division. They're describing the damage you caused. Don't shake your head. Don't give a look of disgust, because the judge will interrupt the victim, chastise you, let the victim continue, and then give you an extra nine months in prison.

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He Shook His Head and Got Nine More Months show art He Shook His Head and Got Nine More Months

White Collar Advice

Did you ever see Animal House? Thank you sir, may I have another. Someone asked me why a defendant would shake his head in front of the judge while the victim was speaking, and why the judge gave him an extra nine months for it. He had had enough. He didn't believe the victim was actually a victim. Think about what was stacked up behind that head shake: a plea agreement he didn't agree with, Department of Justice press releases that were made up, banks firing him, losing his job, losing friends, not working well with his lawyer, not vested in the probation report, the sentencing memorandum, a...

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Matt Cox on the guys who won't take a job because it pays a hundred dollars a day instead of 300 or 400. Work five days at a hundred and you have 500 you didn't have before. He says they would rather stay in prison than do something beneath them, and he asks what's beneath you when prison is where you already are, at the bottom. If he's working the fry machine at a fast food place, he still gets to watch YouTube, watch Netflix, turn the channel, meet a girl, order his own food. All of that is an improvement. The worst day out here is better than the best day in prison. They don't see it that way, and that's why these guys keep coming back to prison.