ai-writing
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Andrew Grauer and the education of a study group
A Cornell student wanted a better way to find help with his coursework. Two decades later, Andrew Grauer is running Learneo and QuillBot, still working on the distance between a question and a useful answer.
QuillBot found a business in the sentence you almost wrote
A college project became a writing business by giving people another way to say what they meant. Now QuillBot is betting that the same audience wants help creating much more than sentences.
Max Lytvyn Built for the Future by Starting Small
Before AI could carry the idea, Max Lytvyn built the smallest useful version of it. The result was a 16-year lesson in patience, distribution, and the profitable art of being early.
Creative Shizzle sells a place in the queue. That’s the clever part.
A college rebrand, a $599 monthly plan, and a founder who stopped selling hours. Inside the small creative company making repeat work its business.
Frase Turns Search Chores Into a Publishing Shift
Frase has grown from a clever briefing tool into a content operator that can research, draft, score, publish, and watch the work. The useful question is no longer whether it can write, but how much of your editorial loop you are willing to hand over.
Copy.ai Grew Up. The Blank Page Got a Workflow.
The three-day copywriting experiment became a 17-million-user GTM platform. Its real pitch now is not better adjectives. It is turning a team’s repetitive marketing and sales chores into machinery.
Taplio Wants Your LinkedIn Habit, Not Just Your Posts
Taplio turns the weekly LinkedIn scramble into a repeatable system for ideas, writing, scheduling, engagement, and leads. The catch is simple: its best value appears only when posting is already part of your job.
Dan Shipper
Dan Shipper is the co-founder and CEO of Every, a New York-based applied AI lab that publishes a daily newsletter read by more than 130,000 builders and ships a bundle of AI software products. He writes Chain of Thought, a weekly column on how AI reshapes work and thinking, and hosts the AI & I podcast. A philosophy major who sold his first company before graduating from Penn, Shipper has become one of the most-read chroniclers of the AI era, arguing that the line between writer and builder is dissolving.
Dickie Bush
Dickie Bush is the co-founder of Ship 30 for 30, the cohort-based course that has taught more than 10,000 people to write short 'atomic essays' online. A former Princeton football center and BlackRock portfolio analyst from Tampa, he started writing online in January 2020, pivoted from a stalling newsletter to Twitter, and built an audience of 400,000+ followers. With business partner Nicolas Cole he turned a daily writing habit into a seven-figure education business, the writing software Typeshare, and the Premium Ghostwriting Academy.
Edward Tian
Edward Tian is the co-founder and CEO of GPTZero, the AI-detection tool he wrote in three days at a cafe over the 2023 New Year holiday while a senior at Princeton. Within days, tens of thousands of teachers swarmed the app and crashed its server. Two years on, GPTZero has raised $13.5 million, reached millions of users, turned profitable, and become a default check for educators, recruiters, and grant agencies trying to tell human writing from machine writing.
Dan Shipper & Nathan Baschez
Dan Shipper and Nathan Baschez are the co-founders of Every (every.to), a subscription-based AI media and product company that bills itself as 'the only subscription you need to stay at the edge of AI.' Dan serves as CEO, writing the weekly 'Chain of Thought' column and hosting the 'AI & I' podcast, while Nathan spun out Lex, an AI-powered word processor, as a separate venture. Together they merged their respective newsletters - Dan's Superorganizers and Nathan's Divinations - in April 2020, and have since built Every into a 25-person company with 7-figure annual revenue, five software products, and a daily newsletter reaching 70,000+ subscribers.
Nicolas Cole
Nicolas Cole is a digital writer, serial entrepreneur, and one of the most-read writers on the internet - accumulating over 100 million views across platforms. He co-founded Ship 30 for 30, the largest cohort-based writing program online, alongside Dickie Bush. A former #1 most-read writer on Quora out of 200 million users, Cole built a ghostwriting agency (Digital Press) scaling to $2M+ annual revenue, co-created Category Pirates newsletter with Eddie Yoon and Christopher Lochhead, and launched the Premium Ghostwriting Academy - a 7-figure program in under 90 days. Author of 'The Art & Business of Online Writing,' he runs a portfolio of writing businesses generating over $5M annually, training thousands of writers worldwide.