Simplify Before Federal Prison—And After

A billionaire in our community, heading to federal prison, asked for advice. He admitted he lost sight of the values that once drove his success. I told him to follow what Thoreau wrote in 1854: Simplify, simplify. In prison, you can spend thousands a month—but why? Spend less. Need less. Say no to distractions. Use this time to strip away the noise and reconnect with what matters. Simplification isn't punishment—it's a reset. And it might be the best preparation for what comes next.

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A physician expected two years in federal prison—the mandatory minimum for aggravated identity theft. But he didn't prepare. He didn't consider how victim statements might influence the judge. At sentencing, those victims spoke about ruined credit, unpaid bills, and emotional distress. The judge gave him four years instead of two. Why? Because he assumed the outcome and ignored the emotional toll on his victims.

If you're facing sentencing, put yourself in the victim's shoes. Start there. Join our weekly webinar every Monday at 1PM Pacific / 4PM Eastern to prepare the right way.

Prison Holidays Hurt Families More Than You Think

My first Mother's Day in federal prison hit harder than I expected. The visiting room was packed, the visit was cut short, and my mom was crushed. She wasn't just visiting her son—she was facing the reality of prison with me. Around the room, I saw the same pain on the faces of other families: crying kids, anxious spouses, pure exhaustion. That day taught me something most people miss—prison is harder on the people who love you. If you're going in, plan. Don't waste time.

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When a physician noticed FBI activity on his LinkedIn profile, he didn't wait. He called us. Within days, we helped him create a full disclosure statement, documented his wrongdoing, and outlined the actions he was taking to make it right—including repayment. That gave his lawyer the leverage to self-report directly to the DOJ. The result? Civil penalties, no criminal charges, and no prison time. He avoided the 6 a.m. raid because he acted first.

If you're worried the government's looking into you, don't wait. Prepare. Disclose. Resolve. Join our weekly webinar every Monday at 1PM Pacific / 4PM Eastern.

Start with Ownership: The Real First Step in Federal Prison

The real work in federal prison begins when you stop blaming and start examining how you got there. That kind of introspection isn't easy—but it's necessary. Too many people avoid it and instead convince themselves someone will hand them a job later. Don't wait for a favor. Build something worth earning. I could've worked for my brother's company, but I chose to prove myself on my own. That mindset shift—owning your future, not outsourcing it—is what separates those who stay stuck from those who move forward.

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The early days in federal prison can feel paralyzing—especially when the weight of lost reputation, uncertain career prospects, and family expectations hits all at once. Many people get stuck, believing the label "felon" means there's nothing left to fight for. That mindset kills momentum. The solution? Create a routine. Write daily—start with 10 minutes. Build a fitness habit you can sustain. Most importantly, separate what you can control from what you can't. That's how you stay productive, not just busy.

Join our weekly webinar every Monday at 1PM Pacific / 4PM Eastern. We'll show you how to build a plan that works.

I discuss Adam Grant's book Give and Take and how it helped me better understand the difference between takers, matchers, and givers—especially the kind of giver who thrives without losing themselves. I reflect on how I used to only help people if it helped me, how prison forced me to rethink that, and how writing one blog post in 2008 changed everything. I also explore why giving without boundaries can be dangerous, and why learning to say no matters more than most people realize.

A client in our community was given a rare second shot at a proffer session with the government. The first one? It nearly tanked—not because he lied, but because he left out details. Like saying you had a cheeseburger for lunch but "forgetting" the fries and Sprite. The government sees that as dishonesty. In a proffer, they already know the answers—they're testing if you're honest and thorough. Thanks to real prep this time, he gets another shot. Don't wing it. Prepare like your sentence depends on it—because it does.

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Back in 2007, just after signing my plea agreement on my 32nd birthday, close friends invited me to Pebble Beach. I turned them down. My mindset? "What's the point? I'm going to prison." They went without me. Seventeen years later, I finally made that trip—with no sentence hanging over me, no guilt, just gratitude. I'm sharing this because I don't want you to make the same mistake. If you're not in prison yet, don't act like you already are. Spend time with people you love. Don't waste the days you still have.

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After a hate-filled voicemail called me a "criminal" and questioned what kind of father I could be, I was reminded of a question I used to ask myself often in federal prison: Will my future kids forgive me for going to prison? Now, with two young children, I focus on showing them that a bad decision doesn't have to define your future—but it will follow you. People will judge you. They won't care about your progress. Do the work anyway. That's the lesson.

📅 Want real guidance, not judgment? Join our weekly webinar every Monday at 1PM Pacific / 4PM Eastern.