LegalTech Founder & CEO @Theoremlts | Attorney, Venture Partner | @Fastcase 50

Joined March 2014
Josh Maley retweeted
🚀 The World's Largest In-House Legal Tech Survey is LIVE! Theorem 🤝 @ACC Discover what legal teams use, what they're evaluating, and how AI is reshaping legal tech. 📊 Free report 🏅 Become a Stack Influencer ⚡ Free AI-powered procurement tools 👉 acc.theoremlegal.com/legalte…
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Josh Maley retweeted
This is correct. It is time to fix this failed system.
Matt Walsh
@MattWalshBlogOct 6
I understand that the social security conversation is political poison. But I’m not running for office so I don’t care about that. Taking huge chunks out of the paychecks of young working Americans in order to pay for the retirements of older Americans who have a net worth several times higher, all to prop up a system that everyone knows likely won’t be there when those younger people are retirement age themselves, is morally abhorrent and economically insane. Everyone knows it, too, but we’re held hostage by elderly politicians who refuse to surrender power, and older voters who, as a group (with exceptions, obviously), simply don’t care all that much about the financial and cultural future their grandchildren will inherit.
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Josh Maley retweeted
Elon Musk
@elonmuskSep 14
Play video games or be dumb! Those are your only 2 choices 😂
Frequent video gamers performed on cognitive tests like non-gamers that were ~13.7 years younger
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Josh Maley retweeted
Replying to @MikeOSSTeam
@MikeOSSTeam has been sponsored by @gen_legal_inc, a leading AI-native law firm backed by investors such as YC, Audacious Ventures and SV Angel, to develop a new open source project (Mike[???]) that will shake up the legal industry. Currently in stealth. More details to come. Thanks @jaypmo @rwalk_xyz
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Josh Maley retweeted
Yes. Proof @TheoremLTS
The next generation of startups will be built by smaller teams than ever before. At Startup School 2026, YC's @garrytan explains why we're we're entering the era of personal AGI: AI agents that run on your own infrastructure, compound your knowledge over time, and dramatically increase your ability to build. He shares the tools and workflows he uses every day, why every founder should own their intelligence instead of renting it, and what it means to build under your own power. 00:07 — What Founders Can Learn From Spinoza 04:46 — Personal AGI Is Already Here 07:57 — Why AI Makes One Person More Powerful Than Ever 12:29 — Your Life Is a Library 15:15 — Inside My Personal AI System 17:06 — Markdown Is Code 18:20 — Latent Space vs. Deterministic Code 21:13 — Building a Company of One 24:16 — How to Build Your Own Personal AGI 27:58 — Why Most People Will Quit Too Soon 29:09 — Own Your Skills Before Someone Else Does 32:24 — Personal AGI Means Owning Your Intelligence 35:21 — Why I Open Sourced Everything 38:30 — A Personal AGI for One Small Boy 40:18 — It's All Made Up. You Get to Make It Up.
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Josh Maley retweeted
Sovereignty is the future. Welcome @OpenAI
OpenAI promised not to retain data from businesses using its AI models while increasing the safety of its products, a bid to snatch customers from rival Anthropic. on.wsj.com/4xesr0A
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Josh Maley retweeted
.@chamath says Palantir CEO Alex Karp “deserves a medal” for being “on the right side of history” and one of the only AI leaders speaking the truth: “You can look at a graph of the financing needs of these companies and pinpoint when they oscillate between 2 messages.” “1. We’ve created a super god and the VCs are like lemmings and need to be on the right side of the super god.” “2. This is a complete weapon, let’s shut the world down and regulate everything.” “The problem is, at a trillion dollar market cap, that game has ripple effects that touch everybody in the industry.” “What Alex Karp did—he deserves a medal.” “This is an incredible human being that had the courage to come here, everybody watched that clip, all these S&P500 CEOs called me after that clip asking, ‘Help me interpret this.’” “I’ll tell you—he was on the right side of history.” “What he’s showing you is—you need to have a much more predictable way of running your business. Because if you’re bending to the vicissitudes of private company funding cycles, or their desire to need to live up to trillion-dollar valuations, you’re taking a level of risk you didn’t know you were taking.” “The LLMs do a very good job at a superficial form of privacy called ‘Zero Data Retention or ZDR.’” “They say, ‘Enable this and everything is hunky dory.’” “When you look at the fine print, if he uploads the secret formula for KFC into the model, that part is ZDR’d. But if he just clicks the like button, is there any guarantee that info is not stored? The honest answer technically, is no, because we don’t know how to do that.” “When Alex came on… at no point did Anthropic say, ‘He’s got it totally wrong, here’s the exact technical details, there’s nothing to see here.’” “I thought to myself, why wouldn’t you, the minute after that clip started to go viral, be completely specific and repudiate the claim.” “The reason, we all know, is because it’s the true version.” Via @CNBC
We will continue to offer Zero Data Retention for frontier models. As AI takes on longer, more autonomous work and delivers greater value to businesses, safety systems also need to identify risks across related interactions. To help address those risks, we're previewing Private Safety Processing, which is designed to improve safety without giving OpenAI personnel access to the underlying content.
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Turns out you can’t build a monopoly on intelligence. Which we would have known simply by looking at humanity.
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Josh Maley retweeted
When starting a marketplace, focus on getting more of whichever side is rarest, which is almost always buyers rather than sellers. (If it's sellers, you've discovered a gold mine.)
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Josh Maley retweeted
I just set up a public Mike Legal Workflows repository under MIT license. These are a collection of SKILL.md files and tabular review column configurations (which are also executable by an agent following a standard tabular review skill) that are available in MikeOSS. The goal is to democratise access to the what Harvey and Legora have hired a bunch of legal engineers to write out and are selling as “proprietary data”. Now what’s the difference with Claude for Legal? The workflows are harness agnostic - portable to any harness of your choice. No Claude specific CLI commands or MCP connectors assumed. Skills are to be natural language which frontier models are fully capable of executing. They are also meant to be comparatively light weight and less token intensive. Right now it’s pretty basic, I am hoping to get contributions from the community. You can either contribute via the hosted app (see instructions in MikeOSS.com/workflows) or make a PR to the GitHub repository. github.com/Open-Legal-Produc…
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Josh Maley retweeted
Boris Cherny
@bchernyJun 28
As engineering, product, design, DS, etc. melt into a new kind of role, I was reflecting on what roles might look like in the future. For example, when I look at the Claude Code team I see what I think is five archetypes: 1. Prototyper: comes up with brand new ideas; churns out many ideas, most of which don't ship 2. Builder: quickly turns a prototype/idea into production-grade product/infra 3. Sweeper: cleans up the UI, simplifies the code and system, unships, optimizes performance 4. Grower: takes a product that has been built and iterates on it to improve Product-Market Fit 5. Maintainer: owns a mature system to make it secure, reliable, fast, and efficient as it scales Many people span across 2 roles, and sometimes 3 roles. I also notice that these roles are not really tied to job function -- eg. across Anthropic, some designers match category 1, some 2, some 3; same for engineers, PM, DS. A healthy team needs a mix of these, depending on the product: - A product that is new and pre-PMF needs people that are strong at 1+2+3 - A product that is growing and has found PMF needs 2+3+4 and some 5 - A product that has strong PMF needs 3+4+5 and some 2 Maybe product roles of the future will look more like this, and less like the domain-specific roles of today?
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Legal AI superempowers normal individuals with no legal background to fight big institutions in bureaucracies and in courts on a level knowledge/skill playing field, for the first time in human history. As such, it is one of the most inspiring applications of AI.
Legal AI is probably the least inspiring application of AI change my mind
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Josh Maley retweeted
Anthropic's new data retention policy for Fable and other Mythos-grade models is a non-starter for many law firm use cases. Hopefully this policy is re-evaluated as I see it being a major obstacle to legal industry adoption of an incredibly powerful model.
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Josh Maley retweeted
Yes, the United States has the most progressive tax system in the world. The top 1% pay 40% of taxes, the bottom 50% pay 3% of taxes. We can make it even more progressive by zeroing out taxes on the bottom half. It’s a small amount of the total tax revenue but very meaningful to people in this group.
Shay Boloor
@StockSavvyShayMay 20
Jeff Bezos said the bottom half of Americans should pay zero federal income tax. He cited a nurse in Queens making ~$75K and paying ~$12K in taxes saying “we shouldn’t be asking this nurse in Queens to send money to Washington.”
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Josh Maley retweeted
Elon Musk
@elonmuskMay 18
Regarding the OpenAI case, the judge & jury never actually ruled on the merits of the case, just on a calendar technicality. There is no question to anyone following the case in detail that Altman & Brockman did in fact enrich themselves by stealing a charity. The only question is WHEN they did it! I will be filing an appeal with the Ninth Circuit, because creating a precedent to loot charities is incredibly destructive to charitable giving in America. OpenAI was founded to benefit all of humanity.
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In an early meeting at Facebook (c. 2007), when I was describing the goals of Facebook Platform (an area I oversaw) Bill Gates yelled at me/us. His quote has stuck with me to this day: “This isn’t a platform. A platform is where the collective sum of revenues of the participants exceeds those of the platform itself.” Ladies and gentlemen, I present to you the tokenmaxxing circle jerk.
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If you are running a consulting business and you are deploying Anthropic or OpenAI directly into your organization (I’m looking at you PwC and Accenture) you are letting the fox into the hen house. OpenAI and Anthropic are openly funding and starting competitors to you while also using your usage to drive more success for them. This is not a failure on their part but a failure on your part. Consulting businesses that understand this are adopting a control plane that allows them to arbitrate where tokens go and who generates tokens for them. Controlling the tokens is controlling the spice (Dune). This was a key pillar of 8090’s global partnership with EY and they key feature of our Software Factory. We control token generation and can direct them to any model provider. We are close to another global partnership and will announce it soon. These organizations refuse to accept the disruption standing still or, even worse, by adopting and accelerating the companies who want to disrupt them.
Chamath just delivered the clearest diagnosis of what is happening to enterprise software and the OpenAI Deployment Company is the most damning piece of evidence he could have picked. "The low end of the market is basically finished. There is no safe space." 90% of public SaaS stocks are down 30-80% from their 52 week highs, the median software stock is now negative over the last 3-6 months. Goldman Sachs reported that software forward P/E multiples fell from 35x to 20x, the lowest absolute level since 2014 and the smallest premium to the S&P 500 since 2010. The low end died first and fastest, because AI replaced it most directly. The small business tools, the lightweight project managers, the single function SaaS products that charged $49 a month per seat, those are being replaced by AI agents that do the same work as a workflow, not a product. You do not buy an AI powered tool, you describe what you need and it builds it and the seat based model that created the SaaS industry simply does not apply to that transaction. But Chamath's more interesting argument is about the high end and the tell he points to is perfect. OpenAI just raised $4 billion from 19 investors including TPG, Brookfield, Bain, and McKinsey to launch a consulting company and guaranteed those investors a 17.5% annual return to do it. On $4 billion in committed capital, that is roughly $700 million per year in guaranteed payouts, owed by a company that is projected to lose $14 billion in 2026. The goal of this venture is to compete directly with Deloitte, PwC, Ernst & Young, Andersen, and Cognizant. Think about what that structure reveals. OpenAI lost half of its enterprise LLM API market share from 50% to 25% between late 2023 and mid-2025, with Anthropic now leading at 32%. Its response was not to build a better model but rather to raise $4 billion, offer guaranteed PE-tier returns and hire embedded engineers to physically sit inside client organizations and make AI actually work in production. The reason, as Chamath identified, is that the high end of the market is not easy. "It's not like boop boop boop, put in a prompt and beep bap boop, it all works," he said and the data confirms exactly that. 88% of organizations running AI agents reported a security incident in the past year, 42% of C-suite executives say AI adoption is creating internal organizational conflict. The average enterprise AI consulting implementation costs $228,000 in year one versus $77,000 for platform-based approaches and most still stall before reaching production. Anthropic immediately matched OpenAI with a competing $1.5 billion consulting venture backed by Blackstone, Goldman Sachs, and Hellman & Friedman bringing the combined spend by the two leading AI labs on human powered enterprise deployment to $5.5 billion in a single month Chamath's read is that the high end, the large enterprise platforms like Salesforce with proprietary data flywheels, Palantir with its FDE model already proven at scale, Oracle with vertical specific data moats will survive and consolidate. The mid-market point solutions, the single function tools, the lightweight enterprise apps without defensible data assets, those are on the conveyor belt. The AI industry is not just disrupting the companies that use software but rather disrupting the companies that sell it.
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What if AI doesn’t need to show an immediate ROI but instead is the plausible deniability companies use to RIF 50% of the workforce they already knew did nothing??
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