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She Served Time With Elizabeth Holmes—and Tried to Sell Me the Story for $5,000

White Collar Advice

Release Date: 04/26/2025

Federal Prison Track Promises vs. Halfway House Reality—They Threw Me Out show art Federal Prison Track Promises vs. Halfway House Reality—They Threw Me Out

White Collar Advice

Following Through After Prison: Why June 3rd Still Matters In prison, it’s easy to talk about rebuilding your life. Following through? That’s the hard part. On June 3rd, 2009—fresh out on a four-hour halfway house pass—I suited up, grabbed 20 copies of Lessons From Prison, and walked into downtown L.A. law offices, pitching my book cold. Most people ignored me. One threw me out. But one lawyer, Mark Werksman, shook my hand—and years later, he’s still handing that book to his clients. That day wasn’t glamorous, but it was real. If you're serious about making amends, don’t just...

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White Collar Advice

Why the Masterminds Might Get Less Time Than You An executive who committed PPP fraud called me after learning he's facing serious time. Ten years ago, he saw me speak—long before he got into trouble. Now, the FBI has already flipped the ringleaders, and because they had information to trade, they may get shorter sentences. He doesn’t. That’s the reality: in federal cases, the last to cooperate often pays the highest price. It’s not always fair, but it is predictable. Don’t wait. Join our every Tuesday at 11AM Pacific / 2PM Eastern to learn how to take control before it’s too...

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White Collar Advice

What Happened When the Judge Interrupted His Allocution A former executive stood before a judge and tried to frame 12 years of fraud as a one-time mistake. The judge cut him off—furious. Why? Because the message didn’t match the facts. If you want a shorter sentence, honesty matters more than spin. Own the truth, even the worst parts. A better allocution would’ve admitted the long-term fraud, explained the mindset, accepted responsibility, and outlined a plan for change. Judges can spot a fake. Don’t give them a reason to doubt you. Join our every Tuesday at 11AM Pacific / 2PM Eastern...

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White Collar Advice

How One Man Avoided Charges by Preparing Early While celebrating my son’s birthday, I got news: someone in our community avoided federal charges because he prepared early. Instead of staying silent after sensing trouble, he retained a lawyer, studied our proffer resources, and spent hours building a record showing why he was worthy of leniency. The FBI didn’t raid his home—because he was ready. I wasn’t in 2005, and I paid the price. Silence isn’t a plan. Hope isn’t a defense. Join our weekly webinar every Tuesday at 11AM Pacific / 2PM Eastern to learn how to respond before it’s...

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"I'm ready to come home"

White Collar Advice

When Reality Hits in Federal Prison One week into my sentence, I called my sister-in-law and said, “I’m ready to come home now.” I finally understood the weight of my decisions—but I still had 371 days left. That’s the mistake: thinking regret is enough. It’s not. A bad choice can cost you your freedom, reputation, license, and business. I learned that the hard way. If you're under investigation or facing time, don’t wait until you're inside to realize what's at stake. Join our every Tuesday at 11AM Pacific / 2PM Eastern to start preparing before it’s too late.

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How to influence a cynical case manager in federal prison. show art How to influence a cynical case manager in federal prison.

White Collar Advice

Why Your Reentry Plan Matters—Even If You Think You Don’t Need One The First Step Act allows early release for people who show they’re extraordinary and compelling—but that requires proof. That means building a clear reentry plan before prison. Don’t just say you’ve changed—show it. Document what you’re learning, how you’re contributing, and why you won’t return to court. Case managers hear excuses every day. What they rarely see is real preparation. I told the Chrisleys the same thing before they surrendered: show your work. That’s how you influence outcomes. Join our ...

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Decades Working For The FBI—Only One Cooperator Avoided Federal Prison show art Decades Working For The FBI—Only One Cooperator Avoided Federal Prison

White Collar Advice

Cooperation Isn’t Enough: Build a Record That Earns Leniency A defendant called me in a panic after hearing retired FBI agent Paul Bertrand—who arrested me—speak at our webinar. Paul said that in decades with the Bureau, he saw only one case where cooperation alone kept someone out of prison. The defendant realized he'd spent three years doing nothing but cooperating. No restitution. No work. No progress. Just waiting. His lawyer finally told him the truth: cooperation helps, but it doesn’t replace action. Real leniency comes from showing change, not just cutting a deal. Join our ...

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White Collar Advice

The Chrisley Pardons: What Comes Next Matters More Than the Headlines Todd and Julie Chrisley were pardoned—and the reaction has been split. Some say it’s unfair since they went to trial and didn’t admit guilt. Others say their prison terms were too long. I’ve worked with the family post-sentencing and with their daughter Lindsay on media strategy, so I get why people ask my take. Here it is: we send too many people to prison. Warehousing people in minimum-security camps for decades—like my partner, who served 26 years for a nonviolent drug crime—doesn’t help victims or society....

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White Collar Advice

Start Preparing Before the Government Finishes Building Their Case If you're under investigation, don’t wait. A young man in San Diego hesitated to prepare because his lawyer said it might “look guilty.” But let’s be clear—getting arrested already did that. The government doesn't sit around; FBI agents start investigations with timelines, victim interviews, and spreadsheets. Why should you be any different? Like an athlete preparing for postseason, your job is to show progress, not panic. Waiting doesn’t help—it only gives them a head start. Real Step to Take: Document your...

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White Collar Advice

Why Doing the Work Still Matters—Even If It Doesn’t Shorten Your Sentence A man texted me during Mission Impossible asking, “What if I do everything and still get the same sentence?” My answer: it’s still worth it. If you’re building a real record—seeking work, helping others, showing victims you mean it—then you’re not just reacting to your case, you’re reshaping your identity. Michael Santos spent 26 years in prison and heard the same doubts. He didn’t wait. Neither should you. Start now. Join our every Tuesday at 11AM Pacific / 2PM Eastern. Learn how to build a...

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Someone offered to sell me details about Elizabeth Holmes’ daily routine in prison—what she eats, how often she showers, and when she calls home—for $5,000. I passed. Why? Because none of that helps someone build a life after prison. What matters isn’t her hygiene—it’s whether she’s using her time to grow, to rebuild trust, to prove she’s worthy of her family’s support. That’s the only story worth telling.

Reminder: Rebuilding character isn’t a tabloid headline. It’s a daily choice.

Start building your own plan today.
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