jesse.blog

Official Blog of Jesse Friedman





automattic


  • Code for the People — Part One of Two



    10–15 minutes

    I was on sabbatical when Automattic filmed Code for the People — a documentary about the work I’ve dedicated my life to. I kept my promise to stay unplugged, and my ego has yet to forgive me. This essay is how I’m making peace with that: a deconstruction of the film, and an argument for…

  • Better URLs for Calendar Links



    2–3 minutes

    I wanted to share a simple idea — they are often the best — for managing your calendar links. Instead of sending a Calendly or Google Calendar url use your own domain and redirect it. Or buy yourself a shorter domain for redirects. If you’re like me you’re always switching between services and testing out all…

  • Human Authored; AI Inferred



    18–28 minutes

    I cover how a month of building human-centered AI taught me less about machines than about the work only I can do. Twenty years of sales instinct, finally written down because a machine couldn’t run on the same instinct. And how this fed my ideas for a talk in Chicago about what happens when the…

    Jesse Friedman speaking on human-centered AI at Dev/AI in Chicago
  • The City That Never Finishes



    1–2 minutes

    In the center of Paris, at her beating heart, burns a furnace of fire and flame. A white-hot mass with a gravitational pull on those susceptible to her charm. This magnetic force draws you in, warms your soul, and if you are lucky enough to surrender to it, you become one with her. And when…

    The ornate medieval clock on the Conciergerie building in Paris, gold figures against a blue tiled facade
  • The City That Never Finishes



    7–10 minutes

    In the center of Paris, at her beating heart, burns a furnace of fire and flame. A white-hot mass with a gravitational pull on those susceptible to her charm. This magnetic force draws you in, warms your soul, and if you are lucky enough to surrender to it, you become one with her. And when…

    The ornate medieval clock on the Conciergerie building in Paris, gold figures against a blue tiled facade
  • High Tech, Low Touch



    1–2 minutes

    A journey through San Francisco’s transportation layers—from legacy taxis to runaway Waymos—and what it reveals about empathy, experience, and the systems we’re building

    Sunset over city San Francisco skyline and bay area highlighting a high tech, low touch environment
  • High Tech, Low Touch



    10–15 minutes

    A high tech, low touch journey through San Francisco’s transportation layers—from legacy taxis to runaway Waymos—and what it reveals about empathy, experience, and the systems we’re building.

    Sunset over city San Francisco skyline and bay area highlighting a high tech, low touch environment
  • Start Here



    1–2 minutes

    Welcome to the official website of Jesse Friedman—the innovator, not that Jesse Friedman. For over 26 years, I’ve been a contributing citizen of the internet: inventor, innovator, author, speaker, and writer. I’ve had a lot to say over the years, but I’ve never done a proper exercise to clearly define what I want this blog…

    Subway car with graffiti in Cape Cod sand dunes symbolizing Jesse Friedman’s city and coastal roots
  • Start Here



    2–3 minutes

    Welcome to the official website of Jesse Friedman—the innovator, not that Jesse Friedman. For over 26 years, I’ve been a contributing citizen of the internet: inventor, innovator, author, speaker, and writer. I’ve had a lot to say over the years, but I’ve never done a proper exercise to clearly define what I want this blog…

    Subway car with graffiti in Cape Cod sand dunes symbolizing Jesse Friedman’s city and coastal roots