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They Want It All. This Is a Total Disaster.

White Collar Advice

Release Date: 08/20/2026

The Best Time to Start Was Five Years Ago show art The Best Time to Start Was Five Years Ago

White Collar Advice

Five years is a long time to deal with a white collar case, and finally getting clarity is a good thing. An executive facing sentencing has done his best to show why he's a candidate for leniency, but he keeps missing the message because he focuses on himself. On our call I asked him who the hero of this story is. He said no, who? Five years in and he didn't know. The hero is the executive during COVID who didn't cheat, who has a wife and children and a business, and who didn't submit fraudulent applications. He found a way around it. That's who you have to identify with, because that's the...

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Go to Your Computer Right Now and Purge show art Go to Your Computer Right Now and Purge

White Collar Advice

An FBI agent left a card on an executive's front door, and I told him this on my way home from dinner with my good friend Lawrence. Don't make matters worse. You make it worse by lying and by reaching out to people you shouldn't reach out to, and it's easy to want that because you need comfort right now. Focus on what you can and cannot control. You don't know yet if you're a witness, a target, or a subject. Too many people at this stage play director in their own mind, jump straight to the worst case, can't function, and make really bad decisions. So before I refer you to three lawyers I...

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They Want It All. This Is a Total Disaster. show art They Want It All. This Is a Total Disaster.

White Collar Advice

An executive texted me: they want it all, this is a total disaster. Earlier this week I did a live YouTube video on how to communicate with the government, starting with their perspective. Eighteen months ago this guy chose not to plan and not to put himself in the shoes of a prosecutor who wants it all. As a defendant you can make moves financially, transparently, without risk of getting in trouble. You can invest in real estate and disclose it. They could still take the real estate, and it's harder for them if it's illiquid. But if you pled guilty, you created victims, and you tell them...

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Call Me a Strict Parent show art Call Me a Strict Parent

White Collar Advice

Two things happened in the last 30 minutes. Three kids, about 17, no helmets, on their iPhones, riding e-bikes, ran me off the side of the road and I ended up in a bush. On the way in I thought, if I die, I'm glad my family is taken care of. A little dramatic, since it was a bush, but that's what goes through your mind. Will the wife remarry? Hard to find someone as witty, but in time, perhaps. The point is I had insurance. You prepare for the worst outcome. Right before that I got a call from a doctor in Texas facing sentencing in three weeks who told me his lawyer said it's time to begin...

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Michael Santos Told Me About Roman Fabrizi show art Michael Santos Told Me About Roman Fabrizi

White Collar Advice

July 9th, 2008, four or five months into my sentence, around 3:45 in the afternoon just after mail call. Michael Santos asked if I knew the new prisoner who had transferred in from another prison, about 20 feet away, loud, showing off, telling everyone there's no deal he can't close, the jets he flew on, the models he slept with. I said no. Michael said that's Roman Fabrizi. Walking the track that afternoon he told me Roman Fabrizi isn't a person, it's a type of prisoner: the one who mocks other prisoners who are willing to try and build, and who cozies up to staff hoping for a benefit, more...

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Pity Was Worse Than Any Day in Prison show art Pity Was Worse Than Any Day in Prison

White Collar Advice

I was working late with Breaking Bad on in my office, season two, episode six, and when Gretchen told Walter she feels so sorry for him I stopped and filmed this. When I was a defendant I took terrible care of myself. In-N-Out four nights a week. A thing of Red Man chewing tobacco every two days. My teeth would bleed and I wouldn't stop. I was punishing myself because I felt like I deserved it, and I got so used to the pain that I didn't even try to get better. Right after I was sentenced I played in a charity golf event at El Caballero Country Club in Tarzana, and an old friend, a retired...

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Don't Pack Anything You're Not Prepared to Lose show art Don't Pack Anything You're Not Prepared to Lose

White Collar Advice

He called 90 minutes before surrendering to the camp at Fort Dix and wanted to know what to pack. I told him the longer you stay on the wrong train, the more expensive it is to get home. He said he didn't want to talk about the train, he wanted the packing list. So here's my story. Three days before I went to prison I looked at the Taft commissary list, saw white Reebok shoes and a Timex watch, drove to Big 5, bought them, and surrendered wearing them. They told me I could donate them or send them home. I think they went to the correctional officers trust fund. Don't pack anything you're not...

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How Do I Leave Prison Better Than I Went In show art How Do I Leave Prison Better Than I Went In

White Collar Advice

A crypto executive, married with two young children, emailed me. He's going to prison for 37 months for money laundering and mail fraud, and he asked how he can leave prison better than he went in. Four things. First, what is the next right thing for you to do? The consequences of a conviction are overwhelming, and plenty of people, including him until he went to jail, never start. Maybe you want to engineer an earlier release, so begin answering that. Second, why are you going to prison? There was a breakdown, a fracture, that compelled you to go rogue, to launder money, to break the law....

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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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An executive texted me: they want it all, this is a total disaster. Earlier this week I did a live YouTube video on how to communicate with the government, starting with their perspective. Eighteen months ago this guy chose not to plan and not to put himself in the shoes of a prosecutor who wants it all. As a defendant you can make moves financially, transparently, without risk of getting in trouble. You can invest in real estate and disclose it. They could still take the real estate, and it's harder for them if it's illiquid. But if you pled guilty, you created victims, and you tell them you're sorry, you'll make amends, you'll do better, hold you accountable, all the clichés and buzzwords they've heard 800 times this year, and then they come across a million dollars in liquid cash, of course they want the money. So when he asks how he keeps the money, or gives them as little of that liquid cash as possible, and still gets a shorter sentence, it tells me he doesn't understand how government investigations work. I can't change what he didn't do 18 months ago. I don't chase. You either believe in mitigation and planning or you don't, and I'm not going to convince you.