Legaltech Week

05/02/25: My Pillow guy's pantsless lawyer back in news, Supio's $60M investment, and more

May 8, 2025
Nikki Black, a legal tech strategist, Caroline Hill, editor-in-chief at Legal IT Insider, Steve Embry of Tech Law Crossroads, and Joe Patrice from Above the Law engage in a lively discussion. They delve into a lawyer's bizarre antics while representing the My Pillow Guy and the implications of AI in legal education. The panel also explores the recent $60M funding for Supio, discussing AI's growing influence on law practice and the challenges of transitioning to remote work in law firms. Expect insights sprinkled with humor and personal experiences!
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ANECDOTE

My Pillow Lawyer's Bizarre Failures

  • Lawyer representing My Pillow guy faced sanctions for filing hallucinated cases after being caught pantsless in a Zoom hearing last year.
  • The lawyer still filed documents with up to 30 hallucinated citations, showing repeated incompetence.
INSIGHT

Lawyer Incompetence Over AI Blame

  • Lawyer incompetence, not AI, drives ethical violations and hallucinated cases.
  • The problem reflects longstanding incompetence now easier to expose due to AI tools.
ADVICE

Mandate AI Competency Training

  • Bar associations should mandate mandatory AI and tech competency training for lawyers.
  • Lawyers must understand AI limitations and check citations to prevent hallucinated cases.
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