Sentencing Matters Substack

Sentencing Matters Substack

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What Compassionate Release Might Have Been
An attempt at a compromise at the U.S. Sentencing Commission failed. Now, the Supreme Court will decide the years-long fight and the scope of the…
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Jonathan J. Wroblewski
Sentencing cases aplenty when SCOTUS returns, with notable friends chiming in
The Supreme Court has already scheduled oral argument for a half-dozen sentencing cases at the start of its October 2025 term, and lots of amicus briefs…
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DAB
The Sentencing Matters Substack: One Year In
We've surprised ourselves with this project; and we hope to expand and improve it in year two
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Jonathan J. Wroblewski
The Most Important Sentencing Conference You May Have Never Heard Of
NASC 2025: The Future of Sentencing Commissions
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Steven L. Chanenson
1

July 2025

Extreme and purposeless punishment subject to wordsmithing rather than serious constitutional scrutiny in Hewitt
A lackluster, split majority opinion represents a missed opportunity for a Court that could and should be developing far more principled and…
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DAB
2
Hewitt v. United States: The Linguistics and Analysis Are Dubious. The Result Is Right.
An earlier version of § 924(c) reform legislation suggests a flawed majority opinion
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Jonathan J. Wroblewski
The Sentencing Matters Substack Interview: Retired U.S. District Court Judge Mark W. Bennett
Mark Bennett has been living a lawyer’s best life for 50 years.
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Jonathan J. Wroblewski
 and 
DAB
4
A Thought Experiment: Imagine the U.S. Sentencing Commission’s Policy Priorities if Kim Kardashian and Lil Wayne Filled the Two Commission…
Some disruptive, out-of-the-box thinking might be just what the Commission needs
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Jonathan J. Wroblewski
2

June 2025

After Esteras v. United States: Is It Time to Amend 18 U.S.C. § 3583
With substantial early release now again part of federal corrections law and practice, indeterminacy is back, and the original offense and sentence are…
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Jonathan J. Wroblewski
Esteras v. United States Answers Half the Question Presented
This week marks the end of the U.S.
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Jacob Schuman
A Better Approach to Updating, Restructuring, and Simplifying the Sentencing Guidelines Manual
The last in a series of essays on the 2024-25 U.S. Sentencing Commission guideline amendment year
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Jonathan J. Wroblewski
Should Tiger Start Using A Cart?
Lessons from golf, its icons, and when the game collides with the law
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Jonathan J. Wroblewski
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