Playbook

How to Start AI Courses & Education With AI, Step by Step

Built only from the steps described in 7 sourced AI Courses & Education cases. Each step is attributed to the case it comes from; we do not add steps of our own.

Updated October 20, 20267 cases with steps
Step 1

How they started

  1. Learn the tool hands-on

    He spent hours a day using ChatGPT and reading what others published about it.

    From Lance Junck, step 1. $34,913 profit, Independently Documented

  2. Pick a niche

    He aimed AI tips at solopreneurs rather than general AI news.

    From Ole Lehmann (The AI Solopreneur), step 1. $176,885 in gross revenue, Independently Documented

  3. Post daily

    Daily LinkedIn posts, a Substack newsletter and a YouTube channel.

    From AI Never Sleeps (Jonathan Chan), step 1. $19.2K in one month, Self-Reported

  4. Build as students

    Started the app while in college.

    From MathGPT (Nour Gajial and Yanni Kouloumbis), step 1. $50K/mo, Self-Reported

  5. Fund it with exits

    He sold eight tools and used the money.

    From Ben Issen (Side School), step 1. Six figures in revenue within a few months, Self-Reported

  6. Build a newsletter audience

    A daily AI newsletter with 100K+ subscribers.

    From Ben Tossell (Ben's Bites), step 1. 7-figure business, Self-Reported

  7. Sign up

    Students join for exam prep.

    From Evrika Study (Patrick Neicu), step 1. $115 MRR, Independently Documented

Steps 2 to 3

What they did next

  1. Film a beginner course

    A course of more than seven hours with 50 lectures, filmed in three weeks.

    From Lance Junck, step 2. $34,913 profit, Independently Documented

  2. Publish on Udemy

    Priced at $20 at the time of the article, launched in late December 2022.

    From Lance Junck, step 3. $34,913 profit, Independently Documented

  3. Post daily

    He wrote several threads a day with help from ChatGPT.

    From Ole Lehmann (The AI Solopreneur), step 2. $176,885 in gross revenue, Independently Documented

  4. Add a newsletter

    He started a newsletter once the account passed 100,000 followers.

    From Ole Lehmann (The AI Solopreneur), step 3. $176,885 in gross revenue, Independently Documented

  5. Sell a cohort course

    The 8-week Zero to Builder course sells at $2,999 a seat; the first cohort sold out.

    From AI Never Sleeps (Jonathan Chan), step 2. $19.2K in one month, Self-Reported

  6. Add a community

    A paid Skool community and selective agency work.

    From AI Never Sleeps (Jonathan Chan), step 3. $19.2K in one month, Self-Reported

  7. Sell an unlimited plan

    The first sale was MathGPT Unlimited.

    From MathGPT (Nour Gajial and Yanni Kouloumbis), step 2. $50K/mo, Self-Reported

  8. Run creators

    An influencer program with 150+ creators on TikTok and Instagram.

    From MathGPT (Nour Gajial and Yanni Kouloumbis), step 3. $50K/mo, Self-Reported

  9. Build lean

    He launched with a small setup.

    From Ben Issen (Side School), step 2. Six figures in revenue within a few months, Self-Reported

  10. Sell directly

    Growth was sales-driven.

    From Ben Issen (Side School), step 3. Six figures in revenue within a few months, Self-Reported

  11. Pivot to education

    An AI education portal.

    From Ben Tossell (Ben's Bites), step 2. 7-figure business, Self-Reported

  12. Sell lifetime access

    A one-time lifetime plan instead of monthly billing.

    From Ben Tossell (Ben's Bites), step 3. 7-figure business, Self-Reported

  13. Study with AI

    AI-generated practice and help.

    From Evrika Study (Patrick Neicu), step 2. $115 MRR, Independently Documented

  14. Subscribe

    A paid plan unlocks more.

    From Evrika Study (Patrick Neicu), step 3. $115 MRR, Independently Documented

Step 4 and later

How they grew

  1. Rank and promote

    He used his SEO and marketing experience to rank in Udemy search and promoted the course on LinkedIn.

    From Lance Junck, step 4. $34,913 profit, Independently Documented

  2. Extend to companies

    He also took paid speaking and training work teaching companies to use ChatGPT.

    From Lance Junck, step 5. $34,913 profit, Independently Documented

  3. Launch what followers ask for

    Followers asked for a course, so he built one.

    From Ole Lehmann (The AI Solopreneur), step 4. $176,885 in gross revenue, Independently Documented

FAQ

AI Courses & Education: common questions

How much do people make with AI Courses & Education and AI?

Across the 4 of our 7 sourced cases that report a monthly figure, amounts range from $115 to $50,000 a month, with a median of $19,200. These are what each source reports, not typical results.

How much does it cost to start?

None of these cases disclose a startup cost. 0 of 7 cases disclose a startup cost.

How long until the first dollar?

From the first week (a Udemy course) to about seven months of posting before a course launch, in the cases that say. This comes from what our cases report.

Which AI tools do these cases use most?

ChatGPT (2 cases), Claude (1 case). Only tools named in the sources are counted.

How reliable are these income figures?

3 of 7 cases are independently documented, meaning a news outlet says it reviewed records. 4 are self-reported. Every case links its source.

What are the main risks?

AI tools change fast, so course content goes out of date. Income figures from course sellers double as marketing. Marketplace platforms control pricing and discovery.

How many of these cases say when they made their first dollar?

3 of 7 cases state a time to first revenue. For example: Lance Junck: "Within the first week (90 students enrolled, per the source)"; Ole Lehmann (The AI Solopreneur): "About seven months from first posts to course launch"; Ben Issen (Side School): "A few months". The rest do not say, so treat any single timeline as one example, not a norm.

What went wrong or held these cases back?

7 of 7 cases list limitations or risks drawn from their sources. Examples: Lance Junck: He launched very early, when few ChatGPT courses existed; the source says Udemy listed more than 429 ChatGPT classes by April 2023; Ole Lehmann (The AI Solopreneur): Gross revenue, not profit; AI Never Sleeps (Jonathan Chan): Self-reported, one month only. Each case page lists them in full.

Do I have to report this income to the IRS if I never get a 1099-K?

Yes. The IRS says that whether or not you receive a Form 1099-K, you must report all income from selling goods or services on your tax return. Payment apps and online marketplaces must send a 1099-K when payments for goods or services total over $20,000 in more than 200 transactions, but they may send one for lower amounts. Source: IRS, "Understanding your Form 1099-K" (irs.gov/businesses/understanding-your-form-1099-k), checked 2026-10-20. General information, not tax advice.

Do I owe self-employment tax on side hustle income in the US?

According to the IRS, you must pay self-employment tax and file Schedule SE if your net earnings from self-employment were $400 or more. The rate is 15.3% (12.4% Social Security and 2.9% Medicare), and you may need to pay estimated taxes quarterly. Source: IRS, "Self-employment tax (Social Security and Medicare taxes)" (irs.gov/businesses/small-businesses-self-employed/self-employment-tax-social-security-and-medicare-taxes), checked 2026-10-20. General information, not tax advice.

Data guides

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