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Damien Riehl

@damienriehl.bsky.social
533 followers 174 following 125 posts

Lawyer, technologist, educator, musician, speaker. Litigator for ~15 years, coding 1985+, web 1995+, also cybersecurity. Now AI-backed tools @Fastcase and @vLex

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Damien Riehl @damienriehl.bsky.social · 14/07/2026
Law firm owner, just now: "I'm taking Fridays off — to spend more time with my kids — and I'm still making more money than *before* I started using Clio Work." Four day work week + making more money. Harbinger of society's future? #LivingTheDream @goclio.bsky.social
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Reposted by Damien Riehl
Sai @s.ai · 29/06/2026
Dear everyone who cares about USPS handling of election mail or its Proposed Rule to refuse to deliver mail to/from anyone not on its list: I filed a petition to the Postal Regulatory Commission, prc.arkcase.com/portal/filin..., in 2 parts. If you care, please SHARE & PARTICIPATE. Info below. 1/15
prc.arkcase.com
Portal Prc
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Damien Riehl @damienriehl.bsky.social · 27/06/2026
Exciting news: In London, the Financial Times named me to the FT Law 50, recognizing those who shape and improve the law. An honor to be listed with those I respect deeply: including Anthropic and leaders of Global 100 law firms and world-leading orgs. www.ft.com/content/2531...
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Damien Riehl @damienriehl.bsky.social · 22/06/2026
What does it mean to "Align #AI with #humanvalues"? Well, we've had "alignment with human values" for 500+ years: It's called "the #law." And for 2,000+ years: "#faithtraditions." Because EU "human values" aren't Texas "human values." And *within* those countries, "human values" vary drastically!
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Damien Riehl @damienriehl.bsky.social · 12/06/2026
New original song! Exploring families + rule of law. youtu.be/hnNV9XlGjAg
youtu.be
Kitchen Table Democracy | Original Song by Damien Riehl
YouTube video by Damien Riehl
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Damien Riehl @damienriehl.bsky.social · 26/05/2026
No better description of our current rollercoaster.
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Ansel Halliburton @anseljh.com · 22/04/2026
While I was drinking my morning coffee, I got two legal MCP servers working together: FOLIO to identify which area of law a question is in, and then my own to do hybrid search on a collection of legal materials, scoped to that area. It works. ✨ FOLIO: openlegalstandard.org
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Damien Riehl @damienriehl.bsky.social · 02/03/2026
Lawyers Fee Structures — decoupling time from "lawyer brain" value: youtube.com/shorts/uXJpD...
youtube.com
Why clients will STILL hire Kirkland #AI #chatgpt #vibecoding #legaltech #harvey #lawfirm #lawyer
YouTube video by Zach Abramowitz is Legally Disrupted
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Joshua Lenon @joshualenon.bsky.social · 26/02/2026
@ejwalters.bsky.social takes @damienriehl.bsky.social and I back to law school as he grills us on the recent ruling in United States v. Heppner. Can clients waive attorney-client privilege when using #GenAi? www.clio.com/blog/ai-atto...
Ed Walters in a video podcast with Damien Riehl and Joshua Lenon
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Damien Riehl @damienriehl.bsky.social · 02/01/2026
New song! The #copyright monopoly on "I Got Rhythm" expired today. Who could ask for anything more? 😏 For 95 years, law locked this #Gershwin classic away. Now it belongs to everyone. Perform it. Remix it. Sync it. Viva the #PublicDomain! youtu.be/u3rrqN5J4AI
youtu.be
I Got Rhythm | Gershwin Cover | Public Domain Day 2026
YouTube video by Damien Riehl
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Damien Riehl @damienriehl.bsky.social · 21/12/2025
I direct a virtual choir (Schola Diffusa), with singers on six continents. Here's our newest song: Happy Christmas! www.youtube.com/watch?v=CHCK...
youtu.be
The First Noel | Schola Diffusa | Virtual Choir
YouTube video by Damien Riehl
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Damien Riehl @damienriehl.bsky.social · 15/12/2025
New song I made with my cousin — happy holidays! youtu.be/v47GhUtqkwY
youtu.be
Mary Did You Know? | The Good Cousins
YouTube video by Damien Riehl
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Damien Riehl @damienriehl.bsky.social · 09/11/2025
What's the value of privacy? It's $4!
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Damien Riehl @damienriehl.bsky.social · 19/10/2025
a16z: "The 'best' companies have hostages, not customers." Over the decades, how has this applied to #legaltech? youtu.be/Kw2bK_jLz8M?...
youtu.be
Keith Rabois: Israel, OpenAI, Opendoor, and DOGE
YouTube video by a16z
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Damien Riehl @damienriehl.bsky.social · 10/10/2025
In defense of the em dash — punctuation making us more human! www.nytimes.com/2025/09/18/m...
nytimes.com
With the Em Dash, A.I. Embraces a Fading Tradition
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Damien Riehl @damienriehl.bsky.social · 23/09/2025
Ex-OpenAI CTO Mira Murati's company Thinking Machines is making LLMs more #deterministic. Open questions: Do we want *all* of our #legaltech to be deterministic? Or is "legal creativity" #probabilsm a feature, not a bug? 🤔
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Damien Riehl @damienriehl.bsky.social · 22/09/2025
#Lawyers, #judges, #arbitrators, and #mediators use #Claude. Queries: - #Lawyers: 0.21% = 201,600 daily (6,048,000 monthly) - #ALJs: 0.19% = 5.4M/mo - #Arbitrators + #Mediators: 0.10% = 2.8M/mo - #Paralegals + #LAAs: 0.05% = 1.4M/mo - #Judges + #Magistrates: 0.03% = 28k/mo
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Damien Riehl @damienriehl.bsky.social · 16/09/2025
Law firm leader on stage just now: "We've equipped each of our lawyers with the $20/month ChatGPT, telling them 'Use it for everything you can.'" How many firms are doing this? How many just don't speak about their "off the shelf #LLM use" publicly?
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Damien Riehl @damienriehl.bsky.social · 16/09/2025
LexisNexis study: "Among these consumers who are aware of [ #LLMs ], a stunning 48% have already used some form of generative AI tool to obtain #LegalAdvice or assistance with a legal question." Wow — 48%! Oh, by the way, this was from May 2023. 🤯 www.lexisnexis.com/community/in...
lexisnexis.com
New Survey Identifies How Consumers Would Be Willing to Use Generative AI to Address Legal Needs
By Steve Carroll If it feels to you like generative Artificial Intelligence (AI) tools have gone from a sci-fi idea to a transformational tech in a matter of months, it’s because they have....
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Damien Riehl @damienriehl.bsky.social · 22/08/2025
Google: AI's environmental impact appears overestimated AI QUERIES: 0.24 Wh vs earlier estimates (3-7 Wh) — like watching TV for <9 seconds TRUE ENERGY: far lower than claims (0.24 vs 3-7 Wh) OLD STUDIES missed cooling/infrastructure 33x efficiency (44x carbon ↓ ) youtu.be/aarDw3sooYE?...
youtube.com
Calculating our AI energy consumption
YouTube video by Google Sustainability
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Reposted by Damien Riehl
Jordan Couch @jordanlcouch.bsky.social · 31/07/2025
Visions of the future with AI for people, the courts, and lawyers. I'm very excited for this article from Washington State Bar Association. With thanks to @damienriehl.bsky.social, Jayne Reardon, and J. Scott Schlegel who I have been bouncing ideas off for a year or so wabarnews.org/2025/07/16/t...
wabarnews.org
The Bright Legal Future - Washington State Bar News
Jordan Couch offers a positive vision for the future AI, of more people having access to help with their legal problems.
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Damien Riehl @damienriehl.bsky.social · 01/07/2025
Microsoft: AI beats human physicians in diagnoses (Humans = 2/10, Machines = 8/10) www.theguardian.com/technology/2...
theguardian.com
Microsoft says AI system better than doctors at diagnosing complex health conditions
Firm says results of research create ‘path to medical superintelligence’ but plays down job implications
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Damien Riehl @damienriehl.bsky.social · 24/06/2025
Lovely London event with Reena SenGupta of #RSGI at the @financialtimes.com FT Innovative Lawyers event!
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Damien Riehl @damienriehl.bsky.social · 20/06/2025
Great fun chatting #music + #Copyright • Copyright protects expressions, not ideas • AI extracting uncopyrightable #ideas (vectors), not #expressions (jettisoned)? • #MLC style royalties statute for #AI ingested works? youtu.be/1UjXTRw2Yck?...
youtu.be
Are We Doing Copyright Wrong in Music?
YouTube video by Music Tectonics
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Damien Riehl @damienriehl.bsky.social · 14/06/2025
Dark day, here in Minnesota. Democrats shot and killed: How will POTUS respond? 🤷 kstp.com/kstp-news/to...
kstp.com
Speaker Emerita Melissa Hortman, husband shot and killed; Sen. John Hoffman and wife also shot
Speaker Emerita Melissa Hortman and her husband have died after they were shot at their home in Brooklyn Park.
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Damien Riehl @damienriehl.bsky.social · 12/06/2025
RIP Brian Wilson youtu.be/9a7TENaM7mE
youtu.be
In My Room | Beach Boys (arr. Riehl) | Schola Diffusa (Virtual Choir)
YouTube video by Damien Riehl
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Damien Riehl @damienriehl.bsky.social · 07/06/2025
Legal tech "learning" through redlines? This interview with Cursor engineers discusses doing reinforcement learning (RL) on PRs (pull requests), to allow the LLM to "learn" like a Jr. coder might. Equally applicable to lawyers? Maybe RL on Track Changes redlines? 🤔 youtu.be/sLaxGAL_Pl0?...
youtu.be
Training superhuman coding models at Cursor
YouTube video by Cursor
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Damien Riehl @damienriehl.bsky.social · 02/06/2025
Estonia's FutureLaw Conference was wonderful — filled with old friends and new ones. Tallinn is lovely, and its people are great hosts. Last year was a joy, and this year might have even been better. Thanks to Team #FutureLaw25 for an excellent meeting of smart legal minds!
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Damien Riehl @damienriehl.bsky.social · 02/06/2025
Poor people, veterans, seniors, and children rely on LSC to fund #LegalAid organizations nationwide. The White House budget would eliminate the LSC — harming 5M low-income families. Civil legal aid helps returns $7 for every $1 invested. Support LSC here: americanbar.quorum.us/campaign/457...
americanbar.quorum.us
Support Robust Funding for the Legal Services Corporation
Support Robust Funding for the Legal Services Corporation
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Damien Riehl @damienriehl.bsky.social · 01/06/2025
Hey, M&A lawyers: CEO said he used #LLM for #M&A deal, saving him $100k. Harbinger of the future? Or today? If you're not using LLMs, will this client stop hiring you? Or will you not know why the phone didn't ring? See 32:37 mark. youtu.be/JMYQmGfTltY?...
youtu.be
AI AGENTS EMERGENCY DEBATE: These Jobs Won't Exist In 24 Months! We Must Prepare For What's Coming!
YouTube video by The Diary Of A CEO
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Damien Riehl @damienriehl.bsky.social · 21/05/2025
OpenAI's Applied #AI person's insights — which apply to #Legal: • Markets reward #scarcity (scarcity = valuable) • #Agents commoditize "doing tasks" — formerly scarce • After that, what's scarce? Orchestration of: • Compute • Capital • Access to #Data • Human/Expert #Judgment
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Damien Riehl @damienriehl.bsky.social · 20/05/2025
Another study showing that #LLMs are more persuasive than humans: - GPT-4 improved persuasion 64.4% of time - 81.2% higher post-debate agreement - 95% confidence interval Study used GPT-4: Reasoning models = even better? 🤔 #Lawyers #LawFirms: How long before NOT using an LLM = malpractice?
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Damien Riehl @damienriehl.bsky.social · 13/05/2025
Jeff Dean (renowned Google engineer) says that an AI will operate 24/7 at a "junior engineer" level — and that'll happen in the "next year-ish." youtu.be/dq8MhTFCs80?...
youtu.be
Google’s Jeff Dean on the Coming Era of Virtual Engineers
YouTube video by Sequoia Capital
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Damien Riehl @damienriehl.bsky.social · 09/05/2025
Rest in peace, "Prompt Engineering" field. 🪦 www.fastcompany.com/91327911/pro...
fastcompany.com
'AI is already eating its own': Prompt engineering is quickly going extinct
Three years into the boom, it looks like AI is reshaping existing jobs more than creating new ones.
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M & M Enterprises @sfoguj.org · 30/04/2025
ICYMI, the good folks at @free.law have added a feature to the Court Listener pages called "Pray & Pay" where you can click the pray icon next to a document you want & they list it for other RECAP users to contribute it w/ unused free allowance or generous $$$. www.courtlistener.com/help/pray-an...
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Damien Riehl @damienriehl.bsky.social · 07/04/2025
Superstar panel — talking Access to Justice #A2J — at the @suffolklitlab.org #LITCon 2025! - Bob Ambrogi @bobambrogi.bsky.social - Sateesh Nori — Just-Tech — @theaugmentedlawyer.bsky.social - Ben Jackson — Upsolve - Nicole Bradick @nbradick.bsky.social
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Damien Riehl @damienriehl.bsky.social · 03/04/2025
Important discussion of #AI + #Law + #A2J (Access to Justice) by @karajp.bsky.social Kara Peterson and Jess Bednarz at #ABATECHSHOW
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Damien Riehl @damienriehl.bsky.social · 03/04/2025
Where keynotes normally are empty platitudes, Cory Doctorow at @americanbar.org TECHSHOW brings much-needed truth. #enshittification
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Damien Riehl @damienriehl.bsky.social · 01/04/2025
Delta Sky Club has curious tastes for sparkling water:
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Damien Riehl @damienriehl.bsky.social · 14/03/2025
Who's ready for "loophole bots"? OpenAI's research shows LLMs' "reward hacking" by cheating. Law: "cheating within rules" = loopholes. Lawyers get paid well to find/exploit. 1. Will lawyers will use "loophole bots"? 👍 2. Will lawmakers close them? 🤷 3. Bot arms race? Or will regulators give up?
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Damien Riehl @damienriehl.bsky.social · 11/03/2025
#People + #Process + #Technology. Chatted with amazing @agileattorney.bsky.social (John Grant) about #LegalTech + #AI impact on #law: 8hr research → 2 mins. Smart firms shifting from hourly → value pricing. What remains = uniquely human (empathy + judgment). Experiment safely! youtu.be/Zp93iKiFDDQ
youtu.be
060. Practical Uses for Legal AI - No Hype, No Fear with Damien Riehl
YouTube video by Agile Attorney Consulting
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Joshua Lenon @joshualenon.bsky.social · 06/03/2025
Another New Study of #LegalAi Shows Some Models Can Significantly Improve Work Quality and Efficiency. Great article from @bobambrogi.bsky.social on research done by @danielschwarcz.bsky.social with help by @damienriehl.bsky.social. www.lawnext.com/2025/03/anot...
lawnext.com
Another New Study of Legal AI Shows Some Models Can Significantly Improve Work Quality and Efficiency
Just last week, I wrote about a first-of-its-kind benchmarking study of legal AI tools, and now comes another, much-different study, that is also the first of its kind. This time, in a randomized cont...
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Damien Riehl @damienriehl.bsky.social · 04/03/2025
From @jordanfurlong.com: WISDOM: "AI will help you free up time" JORDAN: - Workers with "free time" get laid off - AI = gift of time — so you can improve - ... *professional* development - ... *personal* dev - ... *business* dev (new clients) - ... *client* dev(existing clients)
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Daniel Schwarcz @danielschwarcz.bsky.social · 03/03/2025
🚨New Paper Alert!🚨 How will AI transform the legal profession? Our latest study – available at papers.ssrn.com/sol3/papers.... – offers the first randomized controlled trial of AI reasoning models & retrieval-augmented generation (RAG) in lawyering. The results are striking. 🧵👇
papers.ssrn.com
<p>AI-Powered Lawyering: AI Reasoning Models, Retrieval Augmented Generation, and the Future of Legal Practice</p>
<p>Generative AI is set to transform the legal profession, but its full impact remains uncertain. While AI models like GPT-4 improve the efficiency with which l
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Damien Riehl @damienriehl.bsky.social · 27/02/2025
Tyler Cowen has said he's writing his most-recent books for #AI, not humans. (Though humans can certainly read them.) He's right: www.technologyreview.com/2025/02/19/1...
technologyreview.com
Your most important customer may be AI
As people rely more and more on artificial intelligence for recommendations on everything from product purchases to trip planning, brands are figuring out the new rules of the road.
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Damien Riehl @damienriehl.bsky.social · 10/02/2025
I can now text using Starlink! The question: Do I put myself into the middle of nowhere — and in harm's way — to test it? 🤔
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Jordan Furlong @jordanfurlong.com · 28/01/2025
After seeing this post last month, @ejwalters.bsky.social suggested I take a look at vLex's AI-driven legal research engine. He gave me a demo last week, and I'm here to say: I was absolutely wrong. This is the real deal. I'm still recalibrating my views about what it all means for the legal sector.
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Damien Riehl @damienriehl.bsky.social · 18/01/2025
Always enjoy speaking with the incomparable Olga Mack — and who doesn't love discussing how lawyers will make money? #BusinessofLaw abovethelaw.com/2025/01/llms...
abovethelaw.com
LLMs And The Business Of Law: How Will Lawyers Make Money In An AI World?
A conversation with Damien Riehl.
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Damien Riehl @damienriehl.bsky.social · 12/01/2025
Anybody who claims that #LLMs lack #reasoning capabilities, since they're just "next-word generators": Google #Gemini, in this example, is clearly doing reasoning — or at least as much "reasoning" as typical humans. "Gemini, based on this photo, on what date was this photo taken?" Nailed it.
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Damien Riehl @damienriehl.bsky.social · 12/01/2025
Salesforce and @mbenioff.bsky.social insights for #lawyers + #lawfirms: 1. Stopped hiring new #engineers: #LLMs including #agents = 30% productivity gains. Attrition, not layoffs. 2. Hiring 1K+ new #salespeople. People buy from humans (for now, at least) www.thetwentyminutevc.com/marc-benioff-2
youtube.com
Marc Benioff, Salesforce Founder: Why Salesforce Isn't Hiring Software Engineers | E1236
YouTube video by 20VC with Harry Stebbings
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