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AI Night School: Freshman 0926 is happening in 8 days
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Cohort #1 tickets are on sell now in Homeroom!
Secure your seat today! Get Your Sept. 28th, 2026: Cohort #1 tickets in the Homeroom Classroom. Also, don't forget to check out the new website. www.joinAInightschool.com
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Cohort #1 tickets are on sell now in Homeroom!
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PreReq #2 - Reading Assignment: Ai Native- The $100B Industry
This is a DENSE Greg's Letter. It's basically a full playbook for AI-native services, so grab a coffee/tea, give it 15 minutes, and let's get into it. Background For most of my career, running a service business meant pretty good living and a bad company (at least in the eyes of many VCs). You sold hours, the revenue stopped when you stopped, and the whole thing lived on a few people who could leave. That's changing, and the reason is simple enough to fit in one example. A business pays about $10,000 a year for QuickBooks. It pays about $120,000 a year for the accountant who uses QuickBooks. For twenty years, software companies fought over the $10,000, because that was the part you could sell at scale. The $120,000 was locked behind a human, and you couldn't scale a human without hiring another one. That's the money that just opened up. AI can now do most of what the accountant does, which means you can sell the finished work, the closed books, instead of the tool, and you can do it at software margins. That's what an AI-native service is. The work is done mostly by agents, and a small team handles the parts that still need a person. How you charge is up to you, a monthly retainer, a per-unit price, usage-based, whatever fits the customer. The thing that makes it AI-native is that the delivery runs on software instead of headcount. This essay walks through every piece of it: what it's made of, how to build one, and the opportunity map. What an AI-native service actually is The simplest way to think about it: a normal service business sells a person's time. A SaaS business sells a tool and makes the customer do the work. An AI-native service does the work for the customer, and agents do most of it. The customer doesn't want bookkeeping software. They want their books closed. They don't want a contract-review tool. They want to know if the contract is safe to sign. An AI-native service delivers that, and the customer experiences it exactly like hiring a firm, except it's faster, cheaper, and it doesn't get tired. Whether you bill them monthly, per job, or on usage is a separate decision.
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PreReq #2 - Reading Assignment: Ai Native- The $100B Industry
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AI Night School - PreReq Assignment #1: Who Are You? [REQUIRED]
Before you can begin this journey, we first have to figure out who you are. Use your favorite LLMl and complete this exercise. Interview me based on Ruben hasid 100 questions framework. Ask me one question at a time and ant clarifying questions if my answer is unclear. Do not skip any question. Before you begin, tell me what we are doing and why.
AI Night School - PreReq Assignment #1: Who Are You? [REQUIRED]
WHAT ARE WE SOLVING?
Before we start giving AI jobs, we need an actual problem. Not: ❌ “I want to learn AI.” ❌ “I want AI to help my business.” ❌ “I want to automate everything.” Give me something real. What is ONE task, problem, or opportunity you deal with repeatedly that you want AI to help with? Examples: “I spend too much time turning my notes into reports.” “I keep answering the same customer questions.” “I need to organize information from several documents.” “I have adjusting experience I want to turn into a new service.” Your assignment: ONE problem. ONE task. Don’t solve it yet. Post it below.
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WHO ARE YOU?
Today’s assignment is simple. Before we put AI to work, we’re going to give it some context about the person doing the work. Write five things AI should know about you. Not your whole life story. Think about information that could actually change the quality of its work: Your role. Your experience. The kind of work you do. How you communicate. What matters when you judge whether something is good. Then answer one more question: What would AI probably get wrong about you if you never told it? Post yours below. We’re not prompting yet. We’re introducing ourselves.
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