Get the Check

Matt Shumer, Anthropic + Rogo + Meridian Raise, Insurance for AI Agents


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It’s another 6AM morning recording and Anika nods off during the recording - just kidding.

The hosts run first discuss Matt Schumer’s viral essay “Something Big Is Happening” (82M+ views on X), which argues AI labs intentionally made coding the focus, that most people don’t realize how advanced models are, and that we’re 1–2 years from AI autonomously building the next generation. They contrast it with Will Mandis’ response essay “Tool Shaped Objects,” arguing LLMs look like powerful tools but headlines focus on spend (GPU clusters, CapEx) more than real output, likening today’s prompting to Farmville-style busywork.

Next, they cover Anthropic’s new funding and model progress: Anthropic raises $30B (from NVIDIA, Microsoft, GIC, among others), bringing total capital raised to $57B and valuing the company at $380B after starting in 2021. They break down Opus 4.6 launching three months after 4.5, with a 4x context window increase and a big “needle-in-a-haystack” retrieval benchmark jump (18% to 76%), which they frame as improving the ability to find issues in large codebases even if core problem-solving hasn’t changed as much.

Finally, they move to AI in finance and AI insurance. Rogo raises a $75M Series C led by Sequoia, and Meridian raises a $17M seed led by a16z; both target finance workflows like deal flow automation, diligence, market research, modeling, and deck/spreadsheet automation. The hosts argue adoption is still early and research-heavy, and debate whether Meridian’s “Cursor for finance” IDE approach makes sense versus keeping Excel as the output layer, citing Microsoft adding Claude models to Copilot in Excel and a view that entrenched formats (Excel, GitHub PRs) won’t change quickly.

They close with AIUC (Artificial Intelligence Underwriting Company), which raised a $15M seed from Nat Friedman (ex-GitHub CEO) and is cofounded by Ro Kitz (ex-Anthropic product, Center for AI Safety board member) and Rajiv Dani (ex-McKinsey partner). AIUC aims to underwrite and standardize risk for AI agents via insurance standards and audits (including red teaming), addressing liabilities like slurs, hacked agents, and data leaks/violations.

00:00 Intro01:46 ‘Something Big Is Happening’: Essay by Matt Schumer14:45 Anthropic’s $380B Valuation + Opus 4.6 Deep Dive28:02 Will AI replace Excel? Meridian’s ‘finance IDE’ debate38:33 AIUC: underwriting AI risk with standards, audits & insurance

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Get the CheckBy Anika, Maya, Priya

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