Octagon VC Agents
by
Provides AI‑driven venture‑capitalist personas that analyse pitches, conduct diligence simulations, and negotiate term‑sheet scenarios, continuously enriched with real‑time market data from Octagon Private Markets.
Octagon VC Agents Overview
what is Octagon VC Agents about?
Octagon VC Agents offers a collection of AI‑powered simulations of well‑known venture capitalists (e.g., Fred Wilson, Peter Thiel, Marc Andreessen). Each persona embeds the investor’s philosophy, decision‑making style, and communication tone, while leveraging Octagon’s live deal flow, valuations, and research intelligence to deliver up‑to‑date insights.
how to use Octagon VC Agents?
- Obtain API keys – an OpenAI key for generative capabilities and an Octagon key for market data.
- Install – the simplest method uses
pipx:env OCTAGON_API_KEY=<YOUR_OCTAGON_API_KEY> OPENAI_API_KEY=<YOUR_OPENAI_API_KEY> \ pipx run --pip-args="--no-cache-dir" octagon-vc-agents run - Configure in your MCP‑compatible client (Claude Desktop, Cursor, Windsurf, etc.) by adding the server definition shown below.
- Interact – mention an agent (e.g.,
@octagon-peter-thiel-agent) in a prompt to receive feedback, critique, or negotiation advice.
key features of Octagon VC Agents
- Rich VC persona library covering 9+ iconic investors, each defined via markdown with philosophy, track record, and style.
- Live market enrichment through the Octagon Private Markets API, keeping agent analysis grounded in current valuations and deal trends.
- Multi‑agent orchestration allowing comparative tables, joint critiques, and consensus building among several VC brains.
- Prompt templates for common tasks such as pitch feedback, diligence gap analysis, and portfolio‑intro mapping.
- Extensible – add new investor profiles or custom interaction patterns by creating additional markdown files.
- Seamless integration with Claude Desktop, Cursor, Windsurf, and any MCP‑compatible environment.
use cases of Octagon VC Agents
- Pitch feedback – quickly obtain a side‑by‑side evaluation from multiple VC personas.
- Diligence simulation – run a 14‑day diligence lens to surface metric gaps before meeting real investors.
- Term‑sheet negotiation prep – practice negotiation language and see how different VCs would structure a deal.
- Portfolio networking – identify warm‑lead CEOs within an existing portfolio for follow‑on introductions.
- Investor training – teach founders or analysts how seasoned VCs think and ask questions.
FAQ from the Octagon VC Agents
- Which API keys are required?
- An OpenAI API key for language model calls and an Octagon API key for market data.
- Can I create my own VC persona?
- Yes. Add a markdown file under
src/octagon_vc_agents/investors/following the existing format.
- Yes. Add a markdown file under
- Is a paid Octagon subscription needed?
- Octagon offers a free tier with limited data; larger datasets require a paid plan.
- Is my pitch data safe?
- Data is transmitted only to OpenAI and Octagon under their respective security policies; no storage is performed by the MCP server.
- How do I run the server on Windows?
- Use the same
envcommand in PowerShell or the providedcmd /cvariant in the README.
- Use the same
Octagon VC Agents's README
Octagon VC Agents
An MCP server that runs AI-driven venture capitalist agents (Fred Wilson, Peter Thiel, etc.), whose thinking is continuously enriched by Octagon Private Markets' real-time deals, valuations, and deep research intelligence. Use it to spin up programmable "VC brains" for pitch feedback, diligence simulations, term sheet negotiations, and more.
Try Demo in ChatGPT
VC Agents are also fully integrated them in ChatGPT with a demo Octagon API key. Give them a try here: VC Agents GPT
Octagon VC Agents
These are AI-powered simulations inspired by notable venture capitalists. These personas are not affiliated with or endorsed by the actual individuals.
| VC Agent Name | Description |
|---|---|
octagon-marc-andreessen-agent |
Simulation of the tech-optimist investor known for "software eating the world" thesis and bold technology bets |
octagon-peter-thiel-agent |
Simulation of the venture capitalist & 'Zero to One' author who analyzes investments through the lens of monopoly theory and contrarian thinking |
octagon-reid-hoffman-agent |
Simulation of the LinkedIn founder-turned-investor known for network-effect businesses and blitzscaling philosophy |
octagon-keith-rabois-agent |
Simulation of the operator-investor known for spotting exceptional talent and operational excellence |
octagon-bill-gurley-agent |
Simulation of the analytical investor known for marketplace expertise and detailed market analysis |
octagon-fred-wilson-agent |
Simulation of the USV co-founder & veteran early-stage investor focused on community-driven networks and founder-first philosophies |
octagon-josh-kopelman-agent |
Simulation of the founder-friendly investor focused on seed-stage companies and founder development |
octagon-alfred-lin-agent |
Simulation of the operator-turned-investor known for consumer businesses and organizational scaling |
Example Prompts
| What you want from the agents | Copy-and-paste prompt |
|---|---|
| Deal critique | Ask @octagon-marc-andreessen-agent and @octagon-reid-hoffman-agent to evaluate {company website}'s latest funding round. Provide a detailed comparative table from their points of view. |
| Qualify investor fit before the call | @octagon-alfred-lin-agent You're vetting my pre-seed startup: {one-sentence pitch}. In {deck.pdf}, you'll find our vision, team, and WAU chart. Give me a "meet/pass" decision and list the three metrics I should strengthen most before your partner vote on Monday. |
| Thesis & metrics reality-check | @octagon-reid-hoffman-agent Here's our 10-slide deck and dashboard ({docs}). We currently have {X} weekly active users, {Y}% MoM WAU growth, and {Z}% retention over 8 weeks. Using your 14-day diligence lens, list the biggest metric gaps that would prevent you from issuing a term sheet, and suggest how we could close them within one quarter. |
| Portfolio-intro mapping – warm leads for the next round | @octagon-fred-wilson-agent Based on your current portfolio in {data} and our focus (outlined in the one-pager below), identify four portfolio CEOs who could become design partners. For each CEO, draft a first-contact email from me that highlights mutual value. |
Prerequisites
To use Octagon VC Agents, you will need two API keys:
- An Octagon API key (for access to Octagon Private Markets data)
- An OpenAI API key (for AI-powered analysis)
Get Your Octagon API Key
To use VC Agents, you need to:
- Sign up for a free account at Octagon
- After logging in, from left menu, navigate to API Keys
- Generate a new API key
- Use this API key in your configuration as the
OCTAGON_API_KEYvalue
Get Your OpenAI API Key
You also need an OpenAI API key to enable AI-powered features:
- Sign up or log in at OpenAI
- Go to API Keys
- Create a new API key
- Use this API key in your configuration as the
OPENAI_API_KEYvalue
Install pipx
To use Octagon VC Agents, you need pipx, a tool for installing and running Python applications in isolated environments.
On macOS
Install pipx using Homebrew (recommended):
brew install pipx
pipx ensurepath
Or with pip:
python3 -m pip install --user pipx
python3 -m pipx ensurepath
On Windows
Install pipx using pip:
python -m pip install --user pipx
python -m pipx ensurepath
After installation, restart your terminal so that the pipx command is available.
Installation
Running on Claude Desktop
To configure Octagon VC Agents for Claude Desktop:
- Open Claude Desktop
- Go to Settings > Developer > Edit Config
- Add the following to your
claude_desktop_config.json(ReplaceYOUR_OCTAGON_API_KEY_HEREwith your Octagon API key andYOUR_OPENAI_API_KEY_HEREwith your OpenAI API key):
{
"mcpServers": {
"octagon-vc-agents": {
"command": "pipx",
"args": ["run", "--pip-args=\"--no-cache-dir\"", "octagon-vc-agents", "run"],
"env": {
"OPENAI_API_KEY": "YOUR_OPENAI_API_KEY_HERE",
"OCTAGON_API_KEY": "YOUR_OCTAGON_API_KEY_HERE"
}
}
}
}
- Restart Claude for the changes to take effect
Running on Cursor
Configuring Cursor Desktop 🖥️ Note: Requires Cursor version 0.45.6+
To configure Octagon VC Agents in Cursor:
- Open Cursor Settings
- Go to Features > MCP Servers
- Click "+ Add New MCP Server"
- Enter the following:
- Name: "octagon-mcp" (or your preferred name)
- Type: "command"
- Command:
env OCTAGON_API_KEY=YOUR_OCTAGON_API_KEY_HERE OPENAI_API_KEY=YOUR_OPENAI_API_KEY_HERE pipx run --pip-args="--no-cache-dir" octagon-vc-agents run
If you are using Windows and are running into issues, try
cmd /c "set OCTAGON_API_KEY=YOUR_OCTAGON_API_KEY_HERE && set OPENAI_API_KEY=YOUR_OPENAI_API_KEY_HERE && pipx run --pip-args='--no-cache-dir' octagon-vc-agents run"
Replace YOUR_OCTAGON_API_KEY_HERE with your Octagon API key and YOUR_OPENAI_API_KEY_HERE with your OpenAI API key.
After adding, refresh the MCP server list to see the new tools. The Composer Agent will automatically use VC Agents when appropriate, but you can explicitly request it by describing your investment research needs. Access the Composer via Command+L (Mac), select "Agent" next to the submit button, and enter your query.
Running on Windsurf
Add this to your ./codeium/windsurf/model_config.json:
{
"mcpServers": {
"octagon-vc-agents": {
"command": "pipx",
"args": ["run", "--pip-args=\"--no-cache-dir\"", "octagon-vc-agents", "run"],
"env": {
"OPENAI_API_KEY": "YOUR_OPENAI_API_KEY_HERE",
"OCTAGON_API_KEY": "YOUR_OCTAGON_API_KEY_HERE"
}
}
}
}
Running with pipx
env OCTAGON_API_KEY=YOUR_OCTAGON_API_KEY_HERE OPENAI_API_KEY=YOUR_OPENAI_API_KEY_HERE pipx run --pip-args="--no-cache-dir" octagon-vc-agents run
Manual Installation
pip install octagon-vc-agents
Implementation Details
Persona Configuration
Investor personas are defined through markdown files containing:
- Investment philosophy
- Psychological profile
- Historical track record
- Decision-making patterns
- Communication style preferences
Customization Options
- Add new investor personas by creating markdown profiles
- Implement custom interaction patterns between personas
- Enhance orchestration logic for complex multi-perspective analysis
Documentation
For detailed information about Octagon Agents, including setup guides, API reference, and best practices, visit our documentation.
License
MIT
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Configuration
{
"mcpServers": {
"octagon-vc-agents": {
"command": "pipx",
"args": [
"run",
"--pip-args=\"--no-cache-dir\"",
"octagon-vc-agents",
"run"
],
"env": {
"OPENAI_API_KEY": "<YOUR_OPENAI_API_KEY>",
"OCTAGON_API_KEY": "<YOUR_OCTAGON_API_KEY>"
}
}
}
}Configure Clients
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