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 How to Master Federal Prison–Quickly! 

Picture of Michael Santos

Michael Santos

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If you want to prepare for prison quickly, we can help. We’re the Prison Professors. Each of our partners knows a great deal about mastering federal prison. The more you learn about their stories, the more you will know why our team at Prison Professors can help you.

How to Master Federal Prison Quickly.

You may have seen our partner Shon Hopwood on 60 Minutes. As he told Steve Kroft during the October 15 broadcast, Shon robbed banks as a young man. A judge sentenced him to serve about a decade in federal prison. Shon mastered federal prison. As Steve Kroft said, he became “the most successful jailhouse lawyer ever.” Shon wrote briefs that won cases in the district courts, appellate courts, and the U.S. Supreme Court. Following Shon’s release from prison, The Bill and Melinda Gates Foundation granted Shon a full scholarship to the University of Washington Law School. The former bank robber then clerked for the D.C. Circuit Court. Today he is a tenure-track professor at Georgetown Law School.

No one can argue that Shon did not master federal prison.

Our other partner, Justin Paperny, leads our consulting division. After graduating from USC, Justin began his career as a stockbroker. He built a book of business overseeing assets for professional athletes and hedge funds. When Justin learned that a hedge fund manager lied to his clients, Justin did not report the fraud. He didn’t want to sacrifice the commissions. That bad decision led to a federal indictment for securities fraud.

A federal judge sentenced Justin to serve an 18-month prison term. Justin and I met while he served that sentence in the Taft Federal Prison Camp. Together, we crafted a master plan that put Justin on a pathway to emerge successfully. His businesses generate seven-figure revenues while providing an amazing quality of life for his family.

My name is Michael Santos and I’m happy to work with my friends Shon and Justin. My journey through prison began with bad decisions I made when I was a young man. I sold cocaine. It was the mid 1980s, at the dawn of our country’s War on Drugs. After a lengthy criminal trial, a jury convicted me. A judge sentenced me to serve a term that required 26 years in federal prisons of every security level. Thanks to guidance I received from masterminds, I mastered prison. While inside, I visualized success. I put a plan together. I set priorities. And I executed the plan every day, just like my partners Shon and Justin did.

When I concluded my prison term, in 2013, I had an unmatched depth and breadth of experience. Three weeks later, I began teaching as a professor at San Francisco State University. Simultaneously, I began building businesses with Justin and Shon. And now, those businesses include more than $3 million in assets under management.

Mastering Prison

Without a doubt, our team at Prison Professors knows how to master prison. We mastered prison and we offer our strategies that anyone can use to master prison. If you’re visiting our website, you may want to master prison, too. For that reason, we offer an abundance of free content. If you don’t have time to read, then we encourage you to absorb our free content throughout our various platforms.

We give away more free content than we sell. Besides our free products, we offer books and lesson plans for sale. We offer webinars where we respond to individual questions. Through our personal consulting services, we prepare people for presentence investigation reports, for sentencing, and for success through the prison journey.

Find all of our products on the store at

Now that we covered our credentials, let’s take the first step to master prison. First, we must understand the process of how one gets into prison.

Understanding the Process

We’re going to start by paraphrasing Stephen Covey. In his timeless bestseller, The Seven Habits of Highly Effective People, Dr. Covey advised that we should try to understand before we try to be understood.

That guidance applies to anyone who wants to master prison. If you’re reading this book, we’re going to assume that you’ve never gone through the criminal justice system before. If you understand the system, you may want to skip the rest of this chapter and turn to another. Read these chapters in sequence, or pick and choose. Our goal is to help readers make decisions that will put them on the path for the best possible outcome.

And the best possible outcome requires good decisions. To make good decisions going forward, we need to understand how the process works.

The Investigation:

Investigators frequently start the process. Those investigators may work with the SEC, the IRS, the FBI, or the DEA. It doesn’t matter how it starts. Allegations of misconduct can lead to an investigation. During that investigation phase, agents will collect evidence. The agents will work closely with federal prosecutors. The federal prosecutors will make a decision on how to proceed. If they want to charge a person with a crime, they have different options.

The Charge:

When prosecutors choose to bring a case against someone, things change. At first, the person may be a “target” of an investigation. The investigation can take place secretly, with a grand jury.

In the grand jury proceeding, a prosecutor puts together a group of citizens. Those citizens listen to evidence that the prosecutor presents. That evidence usually includes live testimony from investigators and other witnesses. Grand jury members listen to the witnesses respond to the leading questions from the prosecutor. At some point, the prosecutor will ask the members of the grand jury to “indict” the target of the investigation.

In some cases, prosecutors use a less formal way of charging people. Rather than going through a grand jury, they may file a “criminal information.” The criminal information can result from an agreement that the prosecutor makes with the defense team.

Regardless of how prosecutors bring charges, things change. To start, a person becomes a defendant. We have all heard stories that in our country, we have a presumption of innocence. Yet few people who have been charged with a federal crime recognize that distinction.

Statistics show the consequences. We encourage readers to do their own research. Simply type into Google “United States Attorneys’ Annual Statistical Report.” Or download it from our website at

Read the data. That data should help people make better decisions as they advance through the process.

At Prison Professors, we do not dispense legal advice. Although Shon is a lawyer, his legal advice requires a lot more guidance than we can provide in a free ebook. He would need to know details of the case. Details of a case require many hours of research, and time comes at a premium. We trust that all readers of this book will have a legal team in place to advise them.

On the other hand, we want readers to understand the opportunity costs that come with every decision. Those who want to master prison quickly should realize implications of every decision along the way. We make better decisions when we have a more complete understanding of the process.

The Defense Attorney:

Once a defendant is charged, he will need a defense attorney. If a client does not have the resources to hire a defense attorney, the Court will provide an attorney. The court-appointed attorney may be a part of the federal defenders. Or the court-appointed attorney may be a defense attorney that agrees to work on “the panel.”

Regardless of whether the defense attorney serves on the panel or with the federal defenders, that person will have been exposed to extensive amounts of training and resources. They are highly qualified to represent defendants in federal court.

Other defendants may retain counsel. Attorneys who have extensive practice in federal court charge a premium. Hourly fees for defense attorneys with experience in federal court depend upon how long the attorney has been practicing and geographical locations. Defendants should expect to spend tens of thousands for any representation in federal court. For those who lack access to capital, we urge defendants to use federal defenders rather than hire an attorney who lacks experience in federal court.

Our team has a process for vetting defense attorneys in federal court, and we offer consulting services to assist defendants who need this guidance. Your defense attorney will become an essential part of your team, so choose wisely.

The Plea:

If prosecutors bring charges against a defendant, a plea hearing will follow. That plea hearing can happen quickly, or it can be postponed. We work with some defendants who may wait for years before they actually face charges and enter a plea. In most cases, people enter not-guilty plea hearings. Then, after defense attorneys work out the most favorable deal, defendants change their plea to guilty in accordance with the plea agreement.

Let’s talk about pleading guilty.

Pleading Guilty:

Entering a guilty plea is a formal proceeding. There will not be much conversation. Early in the hearing, the defense attorney will let the judge know that the defendant wants to enter a plea, or a change of plea. The judge will then ask the defendant to rise. The defendant must swear to tell the truth, under penalty of perjury. The judge will let the defendant know that he is not bound by any deal the prosecutor may have made. The defendant must acknowledge that he understands. After the judge is satisfied that the defendant understands, the judge will read each criminal charge. Then the judge will ask the defendant if he is guilty of the charge. The defendant will not have an opportunity to explain or elaborate. He will simply say, “I plead guilty.” Explanations and elaborations come much later.

Pleading Not Guilty:

If the defendant persists with a “not guilty” plea, a trial will follow. The trial can last for days, weeks, or months. During the trial, prosecutors will present evidence. The defense attorney will argue to discredit the evidence. The judge will decide what evidence the jury will hear. And in time, the jury will render a verdict. If the verdict is not guilty, the judge will release the defendant—and he can go home. If the verdict is guilty, the process will continue with a Presentence Investigation.

Presentence Investigation:

A federal probation officer will begin the Presentence Investigation (PSI) by reviewing a report from the federal prosecutor. That prosecutor’s report will present the government’s version of events. Probation officers will cut and paste the prosecutor’s version of events into a report that is known as the Presentence Investigation Report, or PSR.

To continue the investigation, the probation officer will speak with the defendant. The defense attorney should be present during the PSI interview. If a defense attorney chooses not to prepare the defendant for the PSI, the defendant will have a red flag; he is not being advised appropriately. Defendants should take every effort to prepare for the PSI, as it will have lasting implications. Those implications stick around long after the sentencing hearing.

During the PSI interview, the probation officer will ask the defendant about what he or she has to say about the offense. We advise defendants to prepare for this question. Ideally, the defendant will have written a narrative in advance. The defendant can explain the process by thinking through the content of that narrative. According to video interviews our team has done with federal judges, which are available on our YouTube channel, that PSR can have an enormous influence at sentencing. Further, it will have an influence on placement in the Bureau of Prisons. The PSR will influence the journey in prison. It will influence when the defendant transfers back into the community. And it will influence the level of liberty the defendant has while on Supervised Release. For those reasons, we urge defendants to take every opportunity to understand the presentence investigation, and to prepare.

Fortune, as you know, always favors those who prepare.

The probation officer will conclude the investigation with an extensive presentence investigation report. The PSR will include what the probation officer learned from the defendant and also from other people who are related to the defendant. That may include family members, it may include employers, it may include creditors, it may include victims.

The PSR will include both objective and subjective information. The objective information includes information about the conviction. It will also include information that will influence the federal sentencing guidelines. Those federal sentencing guidelines are complex. We urge defendants to learn how various factors influence those guidelines. Also, it’s crucial for defendants to know how they can work to get the most favorable outcome during the sentencing hearing. It all starts with the presentence investigation report.

Sentencing Hearing:

Learn and understand about sentencing hearings before the inevitable date. Unfortunately, when federal prosecutors bring charges, more than 80 percent of the defendants face a sentencing hearing. Influencing the outcome with a well thought-out sentence-mitigation strategy—that is essential. Learn what steps you can take to move the needle in your direction. Although every case is different, and requires a highly customized approach, we can provide some bullet point suggestions.

For example:

  1. Think about the perspective of all stakeholders. Their perception is much more important than your perception. Learn more about stakeholders in the following chapter.
  2. Think about the victims of the crime. If you don’t think your crime has a victim, then you’re not thinking about the stakeholder’s perceptions. From the stakeholders’ perception, the crime has victims. Who are they? How have they suffered?
  3. Prepare to reveal what you’ve learned from the process. In what ways have you grown as a result of this experience?
  4. Execute a plan that will differentiate you from other defendants. Think about the judge’s perception.
  5. Influence the process by showing what steps you’ve taken to make things right.
  6. Help the judge understand how you will adjust your life in light of this experience.
  7. Convince the judge that you’ll never appear in Court as a criminal defendant again.

Designation in the Bureau of Prisons:

In some cases, a comprehensive strategy will result in an alternative sanction that does not include time in custody. Our team at Prison Professors does its best to help defendants who want to advance arguments for a non-custodial sentence. No one can change the past, but we can sow seeds for a better future. Unfortunately, in most cases, sentences include prison. When prison becomes part of the journey, the next step after the sentencing hearing will be for the Bureau of Prisons to assign the appropriate prison.

Several factors go into the equation of prison designations. The Bureau of Prisons relies upon the latest edition of Program Statement 5100 to determine prison designations. The complicated matrix assigns points to objective factors that include criminal history, type of offense, severity of crime, and so forth. A variance table makes additional adjustments. Public Safety Factors and Management Variables can also influence the custody and classification. Our website includes a calculator that calculates the point system.

Besides custody and classification scoring, the Bureau of Prisons will also consider judicial recommendations, medical needs, prison population levels, institutional needs, and geographical locations. All of those factors go into consideration of the Bureau of Prisons’ decisions. Then, the BOP will order the prisoner to begin serving the sentence in a specific prison.

Defendants should learn everything they can about the designation process. The more they understand, the better prepared they become to influence where they will serve the time. Although we can master any environment, the earlier we get started in mastering the process, the better off we are.

Isn’t that always the case in life?

Serving the Sentence:

Success through any prison journey begins with a clear understanding. When we can define what success looks like on the other side of the journey, we have a start. The heart of this book will describe how to take us from where we are today, to the life we want to create. Although many of us would like to change the past, we master the system when we deal with the world as it exists—rather than as we would like it to be.

Our team at will help you every step of the way. But if you’re a self learner, please read through the remainder of content on our site, listen to our podcasts, or watch our videos. We’ll do our best to help you through the journey so that you emerge successfully.

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