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Vermilion Cliffs Ventures
@vermilion.fund
13 followers 23 following 27 posts
Investing in pre-seed and seed stage technical founders building technical products.

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vermilion.fund
vermilioncliffs.substack.com/p/vermilion-...
Vermilion Cliffs Notes: November 2025
Momentum from Tech Week carries into new raises, open roles, and market insights
vermilioncliffs.substack.com
November 17, 2025 at 6:03 PM
vermilion.fund
vermilioncliffs.substack.com/p/new-stack-...
New Stack, Same Game: Why the AI-native Era Feels Different Yet Familiar
Just a few months ago, many expected OpenAI Dev Day to trigger consolidation or a wave of shutdowns.
vermilioncliffs.substack.com
November 12, 2025 at 6:16 PM
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Read the full post: vermilioncliffs.substack.com/p/worried-ab...
Worried about how to measure startup growth? Track SOMETHING, ANYTHING religiously.
The KPIs That Actually Matter at Pre-Seed into Series A
vermilioncliffs.substack.com
September 16, 2025 at 1:30 PM
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Why MCP Is the 100x Leap for AI Dev Tools: vermilioncliffs.substack.com/p/why-mcp-is...
Why MCP Is the 100x Leap for AI Dev Tools: A Conversation with Tadata
This week on Vermilion Cliff Notes, I sat down with CEO and Co-founder of Tadata Tori Seindenstein to talk about how the AI dev tools stack is evolving, why MCP represents a step-change in…
vermilioncliffs.substack.com
September 11, 2025 at 2:31 PM
vermilion.fund
www.youtube.com/watch?v=QA6f...
Growing a Pre-Seed Startup? This Is The Core Knowledge You Need
Pre-seed founders want explosive growth early on, but are you following the wrong playbook too soon? These days strategies, acronyms, and well-intended advice are everywhere, but today's guest argues…
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September 9, 2025 at 4:07 PM
vermilion.fund
Vermilion Cliffs Notes: vermilioncliffs.substack.com/p/why-mcp-is...
Why MCP Is the 100x Leap for AI Dev Tools: A Conversation with Tadata
This week on Vermilion Cliff Notes, I sat down with CEO and Co-founder of Tadata Tori Seindenstein to talk about how the AI dev tools stack is evolving, why MCP represents a step-change in…
vermilioncliffs.substack.com
September 3, 2025 at 3:35 PM
vermilion.fund
open.substack.com/pub/vermilio...
AIO, GEO, or SEO - What Actually Matters in Technical Search
Search isn’t what it used to be.
open.substack.com
August 21, 2025 at 6:40 PM
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vermilioncliffs.substack.com/p/open-sourc...
Open Source, AI Agents, and the Power of Showing Up: Brian Douglas from Continue
This week on Vermilion Cliff Notes, I sat down with Brian Douglas (aka B Dougie) to talk about open source, the new AI-powered dev stack, and what it takes to build a company when the market is…
vermilioncliffs.substack.com
July 10, 2025 at 1:20 PM
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➡️ vermilioncliffs.substack.com/p/vermilion-...
Vermilion Cliffs Notes: From MVPs to Agents, How Freeplay Is Helping Teams Ship AI Products
Eval loops and why your best AI workflows might look more like a Slack thread than a sci-fi movie.
vermilioncliffs.substack.com
June 18, 2025 at 5:05 PM
vermilion.fund
Watch the full video here: vermilioncliffs.substack.com/p/vermilion-...
Vermilion Cliffs Notes: From MVPs to Agents, How Freeplay Is Helping Teams Ship AI Products
Eval loops and why your best AI workflows might look more like a Slack thread than a sci-fi movie.
vermilioncliffs.substack.com
June 11, 2025 at 3:31 PM