Shows how professionals handle sensitive material with AI in practice, not just in policy.
Working Like a Lawyer with Claude
Anthropic (Mark Pike with Anna Gressel) Jun 2026
Watch on YouTube youtube.com →Not on the default consumer tier: prompts can feed training, chats are retained for abuse monitoring even after deletion, and a US federal court has already held AI conversations carry no privilege. Use business or enterprise tiers (or the API) with training off, strip names and numbers first, or use a legal tool with contractual zero-data-retention. Assume anything you paste could one day be read back to you in discovery, and treat NDA-covered documents accordingly.
18 resources.
Shows how professionals handle sensitive material with AI in practice, not just in policy.
Anthropic (Mark Pike with Anna Gressel) Jun 2026
Watch on YouTube youtube.com →The security and privilege gaps of consumer chatbots, from a former Amazon counsel.
Technically Legal podcast 2025
Open tlpodcast.com →The legal-liability backdrop for everything you feed into a model.
Stanford Legal podcast 2025
Open law.stanford.edu →The direct answer to this exact question, tier by tier.
Pactly 2025
Open pactly.com →Explains training defaults, retention windows, and what enterprise agreements actually change.
Spellbook 2025
Open spellbook.com →The privilege problem in full: even OpenAI's CEO has warned your chats are not protected.
Artificial Lawyer Jul 2025
Open artificiallawyer.com →Covers the 2026 federal ruling that ChatGPT chats get no attorney-client or work-product protection.
GC AI 2026
Open gc.ai →Practical mitigations: temporary chats, identifier stripping, and which settings actually matter.
Skuto 2025
Open skuto.app →Maps the risk by document type and offers local-first alternatives.
Elephas 2025
Open elephas.app →The GDPR-jurisdiction angle, relevant to anyone with EU customers.
Ookulli 2025
Open ookulli.com →Digs into the 30-day abuse-monitoring retention most founders don't know exists.
DollarDoc 2025
Open dollardoc.net →Notes the key confidentiality difference: Claude commercial plans don't train on inputs by default.
Spellbook 2025
Open spellbook.com →Where responsibility lands when confidential data leaks through an AI workflow.
GC AI 2025
Open gc.ai →How to set an AI-use policy for your team before someone pastes the cap table into a chatbot.
GC AI 2026
Open gc.ai →Includes the confidentiality guardrails legal teams put around chatbot use.
Juro 2025
Open juro.com →Bar-association framing of confidentiality duties that apply even when you're your own lawyer.
New York State Bar Association 2024
Open nysba.org →A practitioner weighing the confidentiality trade-offs between the two big models.
Attorney at Work 2025
Open attorneyatwork.com →What a privilege-aware legal AI tool looks like, as a benchmark for anything you adopt.
Maryland State Bar Association 2024
Open msba.org →The same ground, over in Co-founders, team & legal, our Starting Up track.