Winston’s AI Top 10
Winston’s AI Monthly Recap - September 2025
Winston’s AI Top 10
September 2025
Winston’s AI Top 10 summarizes the latest AI developments in the legal industry.
Top 10 - September 3
1. ANTHROPIC, AUTHORS REACH DEAL IN AI COPYRIGHT CASES
Anthropic and a class of authors have reached a proposed settlement to resolve litigation over claims that Anthropic illegally used copyrighted books to train its AI model, Claude. | Read More
2. SILICON VALLEY AI LEADERS LAUNCH $100M LEADING THE FUTURE SUPER-PAC
Silicon Valley AI leaders and investors have launched a $100 million super-PAC network called Leading the Future to oppose strict AI regulation and promote pro-innovation policies. | Read More
3. THE A.I. SPENDING FRENZY IS PROPPING UP THE REAL ECONOMY, TOO
Global spending on AI infrastructure is projected to hit $375 billion in 2025 and $500 billion in 2026, driven largely by major technology companies and private equity firms. | Read More
4. JUDICIARY STARTS RULE DEBATE SPANNING AI, SUBPOENAS, MORE
The federal judiciary has opened public comment on a dozen proposed rule changes, including a new rule for admitting AI-generated evidence and revisions to rules on subpoenas, remote testimony, and bankruptcy notices. | Read More
5. ARTIFICIAL INTELLIGENCE BILL GUTTED BY COLORADO SENATE AS POSSIBLE DEAL COLLAPSES
A proposed deal to regulate AI in Colorado collapsed due to disagreements over liability, prompting Senate Majority Leader Robert Rodriguez to amend the bill and delay its implementation from early 2024 to June 30, 2026. | Read More
6. OTTER.AI VIOLATES BIPA THROUGH VOICEPRINT COLLECTION, SUIT SAYS
Otter.ai faces a proposed class action alleging it violated Illinois’ Biometric Information Privacy Act by collecting users’ voiceprints during recorded meetings without consent or a published data retention policy. | Read More
7. JUDGE SCOLDS ATTY IN KATT WILLIAMS CASE FOR 'AI HALLUCINATIONS'
A federal judge in Georgia warned an attorney of possible serious discipline after finding her brief in a case against comedian Katt Williams was filled with “AI hallucinations”—incorrect or fabricated legal citations.| Read More
8. SOUTH KOREA TO PUSH AI INNOVATION WITH REGULATORY SHIFT
South Korea’s Lee Jae-myung administration is overhauling AI-related regulations to foster innovation, shifting to a “negative regulation” model that permits all actions except those explicitly prohibited. | Read More
9. VIRGINIA COMMISSION CONSIDERS POSSIBLE AI CHATBOT REGULATIONS
Virginia lawmakers are exploring ways to regulate AI chatbots amid growing concerns over consumer privacy, emotional dependency, and misuse in mental health contexts. | Read More
10. ARTIST SEEKING COPYRIGHT OF AI IMAGE EQUATES USE TO CAMERAS
A Colorado artist is challenging the U.S. Copyright Office’s refusal to register his AI-generated artwork, arguing that using AI tools like Midjourney is comparable to using cameras or cellphones for creative works. | Read More
Top 10 - September 26
1. JUDGE IN ANTHROPIC COPYRIGHT CASE PRELIMINARILY APPROVES $1.5 BILLION SETTLEMENT WITH AUTHORS
A federal judge has preliminarily approved Anthropic’s proposed $1.5 billion settlement in a landmark copyright lawsuit brought by authors who alleged the company used pirated books to train its AI models. | Read More
2. NEWSOM SUGGESTS HE WILL SIGN MAJOR CALIFORNIA AI BILL
California Governor Gavin Newsom signaled support for a major AI regulation bill, likely SB 53, which aims to balance public safety with innovation by requiring transparency from AI developers and establishing whistleblower protections. | Read More
3. STATE EFFORTS TO REGULATE AI HIRING PIVOT AFTER TRUMP PUSHBACK
State lawmakers across the U.S. are pushing AI employment regulation bills focused on transparency and bias mitigation, despite strong opposition from the tech industry and preemption threats from the Trump administration’s AI Action Plan. | Read More
4. CONN. JUDGES ADD 'NO-TOLERANCE' AI WARNINGS TO NEW DOCKETS
Federal judges in Connecticut have begun issuing docket notices warning litigants and attorneys of a strict “no-tolerance policy” for briefs containing hallucinated legal arguments or citations, regardless of whether AI tools were used. | Read More
5. LEGAL AID GROUPS ARE USING AI TOOLS IN THEIR WORK TWICE AS MUCH AS THE PROFESSION AT LARGE
A new report reveals that nearly 75% of legal aid organizations are using AI tools—double the adoption rate of the broader legal profession—to help close the access to justice gap. | Read More
6. RECORD LABELS CLAIM AI GENERATOR SUNO ILLEGALLY RIPPED THEIR SONGS
Major record labels have expanded their lawsuit against AI music startup Suno, alleging it illegally “stream ripped” copyrighted songs to train its generative models, violating both copyright law and the DMCA’s anti-circumvention provisions. | Read More
7. BANK TRADE BODY URGES EU TO SIMPLIFY DIGITAL AND AI RULES
The Association for Financial Markets in Europe (AFME) has urged the European Commission to simplify and clarify overlapping digital finance regulations—especially those concerning AI, cybersecurity, and data access—within its upcoming Digital Omnibus package. | Read More
8. NHS LAUNCHES NATIONAL COMMISSION TO STRENGTHEN AI REGULATION
The NHS has launched the UK National Commission on the Regulation of AI in Healthcare to create a dynamic regulatory framework—set for 2026—that ensures AI tools used in clinical settings remain safe, effective, and reliable. | Read More
9. AI-CREATED ATTACK VIDEO AMONG THREATS FACING STATE JUDGES
State judges across the U.S. are facing increasingly disturbing threats—including AI-generated videos depicting violence—without the security protections afforded to federal judges, raising serious concerns about judicial independence and safety. | Read More
10. WESTLAW NOTES UNCOPYRIGHTABLE, AI COMPANY TELLS 3RD CIRC.
ROSS Intelligence has asked the Third Circuit to reverse a district court ruling that its use of Westlaw headnotes to train its AI legal search engine was not fair use, arguing the decision threatens innovation and U.S. leadership in AI. | Read More
