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Compliance

+3

The Play — Issue #7: Your Malpractice Carrier Is Already Asking This Question

Jul 17, 2026

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5 min read

The Play — Issue #7: Your Malpractice Carrier Is Already Asking This Question

Spellbook's autonomous contract AI, a malpractice insurance gap nobody's checked, and Reed Smith's consolidated AI unit

Matthew Roberts
Matthew Roberts

Compliance

+3

The Play — Issue #6: The Warning Said Months. It Took Nine Days.

Jul 13, 2026

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4 min read

The Play — Issue #6: The Warning Said Months. It Took Nine Days.

Matthew Roberts
Matthew Roberts

Compliance

+3

The Play — Issue #5: A Legal AI Unicorn Just Broke the Billable Hour

Jul 10, 2026

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5 min read

The Play — Issue #5: A Legal AI Unicorn Just Broke the Billable Hour

Norm Ai's outcome-based unicorn, a data-license fight that predates gen AI, and BigLaw's $440K hiring problem

Compliance

+3

The Play — Issue #4: Both Sides Just Tore Up the AI Contract

Jul 8, 2026

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4 min read

The Play — Issue #4: Both Sides Just Tore Up the AI Contract

Buyers are cutting terms to a year. Vendors are un-fixing prices. Your next renewal is the play.

Compliance

+3

The Play — Issue #3: Five Governments Say AI Cyberattacks Are Months Away

Jul 6, 2026

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4 min read

The Play — Issue #3: Five Governments Say AI Cyberattacks Are Months Away

A joint intelligence warning, a Kirkland exclusivity deal, and the court rules catching up to Issue #1.

Matthew Roberts
Matthew Roberts

Compliance

+3

The Play — Issue #2: Washington Pulled the Plug on a Frontier AI Model

Jul 3, 2026

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4 min read

The Play — Issue #2: Washington Pulled the Plug on a Frontier AI Model

If your AI tools depend on a frontier model API — and they probably do — this is what a government-ordered shutdown actually looks like.

Matthew Roberts
Matthew Roberts

Compliance

+3

The Play — Issue #1: The Ninth Circuit Just Ended the 'I Didn't Know' Defense

Jul 1, 2026

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5 min read

The Play — Issue #1: The Ninth Circuit Just Ended the 'I Didn't Know' Defense

A precedential ruling and a new Florida rule mean sanctions are coming for legal-grade AI tools too — not just ChatGPT.

The Play Newsletter

Practical AI for law firm operators. Not theory, not vendor pitches. What's going on and what's actually working, from someone running it.

© 2026 The Play Newsletter.
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