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    3. Simon Willison

    Simon Willison

    Independent open source developer creating tools for data journalism, exploration, and AI-assisted programming. Creator of Datasette (data exploration tool) and LLM (command-line utility for language models).

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    At a Glance

    1Tool Listed
    8Products
    66Tool Views
    12Capabilities
    Discussions
    Half Moon Bay, CaliforniaHeadquarters
    2019Est.
    1Employee
    $1.4MRaised
    Focus Areas
    Command Line Assistants
    AI Development Libraries
    Prompt Management
    Connect
    Latest News
    Released Chartroom and datasette-showboat - new tools for AI coding agent workflowsFeb 17, 2026
    Introduced Showboat and Rodney - tools for agents to demo their built projectsFeb 10, 2026
    Markets
    • Data journalists and newsrooms
    • Software developers and engineers
    • AI/ML researchers and practitioners
    • Open source maintainers
    • +4 more

    AI Tools by Simon Willison

    (1)
    View LLM CLI
    LLM CLI tool icon

    LLM CLI

    CLI Tool for LLM Prompts

    CLI AssistantsAI Dev LibrariesPrompt Management

    Discussions

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    Latest News

    02/17/2026

    Released Chartroom and datasette-showboat - new tools for AI coding agent workflows

    simonwillison.net
    02/10/2026

    Introduced Showboat and Rodney - tools for agents to demo their built projects

    simonwillison.net
    02/05/2026

    Preserved The World Factbook after CIA shutdown, created freely accessible GitHub repository

    simonwillison.net
    02/19/2026

    Announced blog sponsorship program with Freeman & Forrest

    simonwillison.net

    Products & Services

    8
    Datasette
    November 13, 2017

    Open source multi-tool for exploring and publishing data stored in SQLite databases. Provides instant read-only JSON APIs, faceted browsing, full-text search, and a plugin ecosystem with 50+ plugins. Used extensively for data journalism and personal data warehouses.

    Datasette Cloud
    August 15, 2023

    SaaS hosted version of Datasette with API access, custom templates, page caching, and team features. Sponsored in part by Fly.io.

    LLM
    April 2023

    Command-line utility and Python library for interacting with Large Language Models including OpenAI GPT, Anthropic Claude, Google Gemini, and locally-hosted models. Supports plugins, templates, embeddings, and tool execution.

    sqlite-utils
    Unknown

    Python library and CLI tool for manipulating SQLite databases, including data import, schema modifications, and full-text search configuration.

    Market Position

    Unique position as a prominent independent developer and thought leader in AI safety (prompt injection research), data journalism tools, and open source development. Known for transparent blogging about LLM developments, avoiding hype while providing practical guidance. Datasette fills a niche between heavyweight databases and simple CSV files. LLM tool competes with direct API access but offers cross-provider abstraction and local model support.

    Leadership

    Founders

    SW

    Simon Willison

    Co-creator of Django Web Framework (2003-2004 with Adrian Holovaty at Lawrence Journal-World). Co-founder of Lanyrd (2010, Y Combinator W11, acquired by Eventbrite 2013). Engineering Director at Eventbrite (2013-2019). JSK Journalism Fellow at Stanford (2019-2020). Board member of Python Software Foundation (2022-present). GitHub Star and GitHub Accelerator participant (2023). B.Sc. Computer Science from University of Bath (2005). Previous roles include Yahoo Technology Development (2005), Software Architect at The Guardian (2008-2009), and early work at Gameplay and Incutio.

    Executive Team

    SW

    Simon Willison

    Independent Developer / Founder

    Co-creator of Django, Engineering Director at Eventbrite (2013-2019), JSK Fellow at Stanford (2019-2020), Python Software Foundation board member (2022-present)

    Board of Directors

    SW
    Simon Willison
    Board Member - Python Software Foundation (elected 2022, re-elected 2025)

    Founding Story

    Simon Willison's current independent work began in earnest around 2019-2020 during his JSK Journalism Fellowship at Stanford University, where he focused on 'Improving the impact of investigative journalism through open source tools.' The Datasette project itself was created in November 2017 while he was working at Eventbrite, born from his need for better data exploration tools during his time at The Guardian newspaper in 2009. After leaving Eventbrite post-fellowship, he committed full-time to building open source tools for data journalism and exploration.

    Business Model

    Revenue
    Not publicly disclosed. As of 2023, stated that Datasette is 'not yet financially sustainable' in terms of long-term goals.

    Revenue Model

    Multiple revenue streams: Weekly blog sponsorship (managed by Freeman & Forrest), GitHub Sponsors ($10/month tier for monthly newsletter/briefing, higher tiers available), consulting and training services, Datasette Cloud SaaS subscriptions, and support from programs like GitHub Accelerator (2023), Mozilla MIECO (2023-2024), and Fly.io sponsorship for Datasette Cloud work.

    Pricing Tiers

    Blog Sponsorship
    Variable (weekly)

    Sponsors receive banner placement across blog and sponsored message at top of newsletter

    GitHub Sponsors - Monthly Briefing
    $10/month

    Paid tier includes curated monthly email digest

    GitHub Sponsors - Higher Tiers
    $50/month or more

    Also receive monthly briefing newsletter

    Datasette Cloud
    Not publicly disclosed

    SaaS hosting for Datasette with team features and API access

    Consulting & Training
    Variable

    Ad-hoc consulting and training services for companies and organizations

    Not applicable - independent developer

    Target Markets

    Industries & Segments
    • Data journalists and newsrooms
    • Software developers and engineers
    • AI/ML researchers and practitioners
    • Open source maintainers
    • Educational institutions
    • Individual developers interested in personal data warehouses
    Use Cases
    • Data journalism and investigative reporting
    • Personal data warehouses and self-tracking
    • API creation and data publishing
    • AI-assisted programming and development
    • LLM experimentation and research
    • SQLite database exploration and analysis
    Notable Customers
    • Various newsrooms using Datasette for investigative journalism
    • GitHub
    • Facebook
    • Data journalism community

    Quick Facts

    Headquarters
    Half Moon Bay, California, United States
    Founded
    2019
    Entity Type
    Individual/Independent Developer
    Employees
    1
    Total Funding
    Not applicable (independent developer). Historical: Lanyrd raised $1.4 million in seed funding (2011)
    Investors
    GitHub (GitHub Accelerator program sponsor - 2023), Mozilla (MIECO program sponsor - 2023-2024)
    Office Locations
    Half Moon Bay

    Funding History

    Seed (Lanyrd)$1.4 million
    September 2011
    European VCs
    Angel investors including Tom Coates, Matt Haughey, Andy Baio

    History & Milestones

    February 2026

    Preserved The World Factbook after CIA shutdown, creating freely accessible GitHub repository

    February 2026

    Released Showboat, Rodney, and Chartroom tools for AI coding agents

    April 2023

    Released LLM command-line tool for accessing large language models

    2023

    Participated in GitHub Accelerator program with Datasette project

    August 15, 2023

    Launched Datasette Cloud SaaS platform

    Key Capabilities

    12
    Datasette: Instant JSON APIs for SQLite databases
    Datasette: Plugin ecosystem with 50+ plugins
    Datasette: Faceted browsing and full-text search
    Datasette: Custom SQL queries with security controls
    Datasette: One-click deployment to various platforms
    Datasette Cloud: Hosted platform with API access

    Integrations & Partnerships

    Platform Integrations

    • Heroku (Datasette deployment)
    • Google Cloud Run (Datasette deployment)
    • Fly.io (Datasette Cloud hosting)
    • Vercel (Datasette deployment)
    • OpenAI API
    • Anthropic Claude API
    • Google Gemini API
    • GitHub Actions

    Key Partnerships

    Fly.io (sponsorship for Datasette Cloud work)
    Mozilla (MIECO program)
    GitHub (Stars program, Accelerator program)

    Connect

    Website
    simonwillison.net/
    GitHub
    simonw
    X / Twitter
    simonw

    AI Topics

    3

    Simon Willison focuses on these topics:

    Command Line Assistants(1)
    AI Development Libraries(1)
    Prompt Management(1)
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