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Prison Professors

Prison Professors’ Website Updates:

We encourage members of our community to document the progress they’re making to prepare for success at different stages of the journey. We do the same. We’re constantly working to advance our advocacy to show the importance of preparing for success.

  • Click on any date below to learn more about what we’re getting done and how members of our community can become a part of the movement.
  • For an example of a developed profile, click to view.
  • Always ponder: What am I doing today to prepare for the outcome I want tomorrow?

Aug 19, 2026: Wednesday

Client Profiles — Matt Kawa, Jennifer Stechkober, and Randall Stone

Completed initial first-person profile assets for Matt Kawa, Jennifer Stechkober, and Randall Stone. Each profile now includes an initial biography, a Playbook book report, and a first journal response. I also created abbreviated profile Release Plans for Matt and Randall. All items remain drafts pending review and publication approval.

Chad Miller Costello — Release Plan and Doctor Letter

Revised Chad’s Release Plan using the current source record and prepared a draft doctor-facing request letter based on Chad’s reported medical concerns. The letter requests prompt liver and heart evaluation and asks the treating physician to document any medically supported need for care before self-surrender. The work does not offer medical or legal conclusions.

Chad Miller Costello — Communications Received

Reviewed Chad’s email received at 4:48 p.m. PT requesting help with a physician letter and reporting urgent health concerns. The email included his proposed letter inline and no supported attachment. Michael also reported receiving text messages from Chad today; their contents were not available through the connected sources, so the client record notes receipt without inventing or summarizing missing content.

Client Project Indexes

Audited and refreshed the Project Indexes for Matt, Jennifer, Randall, and Chad. The indexes now include the new profile assets, Chad’s current Release Plan title, updated correspondence record, newly observed source files, and the standard Corrlinks folders. No previously indexed assets were missing from Drive.

By: MGS

August 16, 2026: Sunday

Matt Kawa Release Plan — Client Review Package

Today I completed a full revision of Matt Kawa’s initial Release Plan using the approved interview and source materials. I added an executive summary for Bureau of Prisons staff and other readers, strengthened the transitions and first-person voice, preserved the scorecard and numbered structure, and clarified that designation, RDAP, credits, prerelease placement, and release timing remain under Bureau of Prisons authority.

I prepared an editable Word copy for Matt’s review, created a delivery letter with instructions, stored both files in his Release Plan folder, and updated his Project Index.

By: MGS

Chad Costello — Intake, Surrender Support, and Housing Preparation

Today I completed a two-hour intake call with Chad Costello and reviewed both interview transcripts. The discussion documented his concerns about readiness for self-surrender, his pending cardiac evaluation, his family’s housing needs, and the steps he wants to take toward education, programming, and a comprehensive Release Plan.

Using the interview record and Chad’s emails, I prepared a nonlegal summary letter for his defense team explaining those concerns and offering points counsel may consider in seeking a 60-day extension of his self-surrender date. I also prepared sample motion language for counsel’s independent review, revision, and filing.

I prepared a landlord package designed to support the family’s request for a lease extension and give the landlord greater comfort that rent will be paid on time. The package includes a proposed landlord letter, a request Chad may send to business colleagues, and a reference-letter template those colleagues may personalize and sign only if accurate.

I stored the Landlord Request in Chad’s Source Material folder, updated his Project Index, and drafted the accompanying email instructing Chad to fill in the blanks, verify every factual statement, and correct or remove anything inaccurate before use.

By: MGS

Chad Costello — Initial Release Plan Draft

Completed a full first-person initial Release Plan for Chad using both interview transcripts, the PSR, the email and supporting-evidence summary, and the surrender-extension and housing materials already in his file. The draft addresses accountability, education and GED preparation, health and recovery, gambling and financial safeguards, family continuity, custody adjustment, business controls, reentry preparation, and a measurable 90-day scorecard.

Created the native Google Doc release_plan_1_DRAFT in Chad’s Profile/Release Plan folder, reviewed the document structure and all 17 rendered pages, and added the draft to Chad’s Project Index. The plan remains a draft for Michael and Chad to review. It does not promise a designation, RDAP admission, credits, prerelease placement, or any other Bureau of Prisons or court outcome.

By: MGS


May 20, 2026: Tuesday

What Got You Here Won’t Get You There


May 19, 2026: Monday

What Got You Here Won’t Get You There

Please help me draft a message based on lessons I learned from the book Won’t Get You Here Won’t Get You There. I read that book while incarcerated, and it had a big impact on my thinking.

The author of the book helped people who aspired to advance from one stage of their career to become the CEO of the business. I always learned lessons from leaders who built great businesses. They had to be intentional, always thinking about the opportunity costs that accompany every decision.

While incarcerated, I had to make intentional decisions. In the beginning, I had to start by defining success. As a person who would serve multiple-decades in prison, I had to think about ways that I could make my time useful. I’d pondered questions such as:

  • “What could I be the best in the world at doing?”  

I anticipated that I’d served multiple decades. For that reason, I hoped to leverage the experience to work toward reforming the system. My hopes were to bring ideas that would lead to changes. Instead of measuring justice by how much time a person served in prison, I wanted to advance a different idea.


Society should encourage people to work toward reconciliation, and prepare in ways that would lead to their success upon release.


Building in Phases:

To succeed, I’d have to build in phases. The first phase would be to develop academic and professional credentials. With academic credentials and communication skills, I hoped to persuade people to think differently about justice. Rather than seeking vengeance, I wanted them to consider the merits of incentivizing the pursuit of excellence–getting people ready for the job market.

The second phase would begin after my release. I had to build income streams that would allow me to become financially independent. With financial independence, I’d have freedom of time. I could deploy my resources to build programs, write lessons, and begin building systems that would allow me to measure the progress of people who’ve gone through our system. After building equity of a few million dollars, my wife and I decided that I didn’t need to focus my time on earning more money. The investments I’d made would support us and grow on their own. I could transition my energy to work full time on impact–striving to help as many people as possible use time in prison to prepare for success upon release.

The third phase was to build broader support. One of the world’s leading impact investors, Bill McGlashan, became a believer. Bill is the founder of TPG Capital, and also The Rise Fund. He invests in people with expectations of building sustainable ventures. He spent 100s of hours teaching me on the principles of impact investing, and he also donated resources that would help our nonprofit grow.

The fourth phase was to scale. I shared my vision of working to transform America’s prison system with other wealthy individuals, including Changpeng Zhao. To succeed, I anticipated that we’d need a multi-year commitment, with a budget of $2 million per year. I did not have sufficient resources to fund that initiative alone, but I would work without compensation. Those resources would allow us to develop better relationships with government officials. They could help us build a transparent platform, showing people who were working to prepare for success upon release. We’d collect data that we could use to advance conversations on reforms that would encourage people to work toward earning higher levels of liberty, through merit.

The fifth phase will be to build transparency. We’ve built our platform, and more than 7,600 participants are using Prison Professors to memorialize the steps they’re taking to prepare for success upon release. Those people have published more than 12.1 million words on our website. They are building assets, a body of work that they can leverage to advance arguments for a higher level of liberty upon release, and income opportunities.

The next phase will be to build our community. As a result of CZ’s memoir, Freedom of Money, a team of Web 3.0 developers launched an initiative to support our mission. They created a website to describe a token project that has resulted in donations for our nonprofit that are currently valued at more than $400,000.

https://prisonprofessorstoken.com/

Members of the community even drafted a graphic to help others understand the Web 3.0 community, showing how they are using the #BNB platform to support the mission of our nonprofit.

https://x.com/kolosxbt/status/2052474488818741742?s=20

In the months to follow, we’re going to develop the next phase, which is to grow our community. We want to reach athletes, celebrities, influencers, and others. We can show them how Prison Professors works to improve outcomes for all people in the criminal justice system. Through these initiatives, we can work to end intergenerational cycles of recidivism and poverty, while simultaneously improving the culture of confinement.

Step by step, we’re always going to build and build.