How I Made My First $99 Selling an AI Content Pack on Gumroad
My step-by-step journey from a blank page to my first $99, proving anyone can make money with ChatGPT by selling Gumroad digital products.
Ever wondered if you can truly make money with ChatGPT? I'll share how I created and sold my first AI content pack on Gumroad, hitting $99 in sales faster than I thought possible.

I used to scroll through success stories online, feeling a mix of inspiration and frustration. Everyone was talking about AI, about side hustles, about making money online, but it all seemed so complicated. I'm not a coder, and the idea of building a complex website or finding clients for a service felt overwhelming. My biggest question was always: "Can a regular person like me really make money with ChatGPT?"
Then, a few months ago, I decided to stop scrolling and start doing. I challenged myself to launch something, anything, within a week, with the goal of hitting a humble $100. I wanted to see if the hype around selling AI content was real. This is the story of how I made my first $99 selling a simple AI content pack on Gumroad, and what I learned along the way. It wasn't perfect, but it proved that this is an accessible path for anyone.
The Problem: Analysis Paralysis and the Client Grind
My biggest pain point wasn't a lack of ideas; it was analysis paralysis. I'd brainstorm a dozen side hustles, get bogged down in the "how," and then abandon them. The traditional online business model, often involving finding clients, negotiating rates, and managing projects, also felt like trading one job for another. I was looking for leverage, something that could generate income while I slept, without me constantly chasing new gigs.
I kept coming back to AI. I'd played around with ChatGPT, fascinated by its ability to generate text. Could this be the key to bypassing the typical client grind and content creation bottlenecks? My goal was simple: create a digital product that provided immediate value, required minimal ongoing effort, and could be sold automatically. The challenge was turning an idea into a tangible, sellable asset quickly. I needed to figure out how to sell AI content effectively.
What I Built: The "Creator's Kickstart Kit"
I decided to create an "AI content pack" aimed at busy content creators and small business owners. I reasoned that everyone needs content, but not everyone has the time or inspiration to create it from scratch. My product was a digital download that included:
50 ChatGPT Prompts for Social Media: Optimized prompts for Instagram captions, Twitter threads, LinkedIn posts, and Facebook updates, covering various tones and goals (e.g., engagement, sales, educational).
10 AI-Generated Blog Post Outlines: Ready-to-use outlines for popular blog topics, designed to jumpstart writing.
5 Email Marketing Templates: Basic templates for newsletters, welcome sequences, and promotional emails, adaptable with AI.
I branded it as "The Creator's Kickstart Kit: AI Prompts & Templates for Instant Content." My aim was for it to be a no-brainer purchase for someone who needed a quick content boost.
The Tools I Used (Mostly Free!)
The beauty of this process was how little it cost me.
ChatGPT (Free Version): This was the powerhouse. I used it to generate the initial 50 social media prompts, brainstorming different angles and tones. I also prompted it for the blog post outlines and email templates. It was incredible for iterating quickly and refining the content. For example, I'd ask: "Give me 10 more Instagram caption prompts for a fitness coach, focusing on motivation."
Canva (Free Version): Once I had my content, I needed to package it professionally. Canva was perfect for this. I designed a simple, clean e-book cover that looked appealing. I then used its document templates to lay out the prompts and templates in an easy-to-read PDF format. I added some simple icons and consistent branding elements.
Google Docs (Free): I used this to organize my raw content from ChatGPT before moving it into Canva. It was a good intermediary step for editing and proofreading.
Gumroad (Free to start, takes a percentage of sales): This was my chosen platform for selling. It’s incredibly user-friendly for digital products. Setting up an account was straightforward. You upload your product, write a description, set a price, and they handle the payment processing and delivery. It's truly a "set it and forget it" solution for Gumroad digital products.
Total upfront cost for tools: $0. My only investment was time.
The Process: From Idea to Sale in 48 Hours
Here's a breakdown of my whirlwind weekend project:
Day 1 (Saturday): Idea & Content Creation (Approx. 6 hours)
Morning (1 hour): Brainstormed product ideas using ChatGPT, focusing on content creation pain points. Settled on the "AI content pack" concept.
Late Morning / Afternoon (4 hours): Dive deep into ChatGPT. I used systematic prompts to generate the social media prompts, blog outlines, and email templates. I focused on making them actionable and diverse. I organized them in Google Docs, refining and removing any generic or repetitive output.
Evening (1 hour): Started designing the e-book cover and a basic layout in Canva. Just getting the structure in place.
Day 2 (Sunday): Packaging & Launch (Approx. 5 hours)
Morning (3 hours): Finished designing the PDF in Canva. This involved copying the refined text from Google Docs, ensuring good readability, adding a table of contents, and making it visually appealing. Exported as a high-quality PDF.
Afternoon (2 hours): Set up my Gumroad account. Created the product listing:
Uploaded the PDF and the Canva-designed cover image.
Wrote a compelling product description (which I also drafted with ChatGPT, of course!). I focused on the benefits: "Save hours," "Never face a blank page," "Boost engagement."
Set the price at $17.99. I wanted it to be an impulse buy, a low-risk investment for a content creator.
Clicked "Publish."
The Aftermath: The First $99
I didn't expect instant riches. After launching, I simply shared the Gumroad link on my personal Twitter (where I have a modest following) and mentioned it in a relevant Facebook group I was active in, briefly explaining its value.
Within an hour: My first sale! A notification popped up from Gumroad. $17.99. My heart literally skipped a beat. Someone I didn't know saw value in something I created in less than 48 hours using mostly free tools.
Over the next few days: Sales trickled in. A few more from Twitter, one from the Facebook group.
By the end of the week: I had made 7 sales, totaling $125.93. Gumroad took its percentage, leaving me with approximately $99. It wasn't life-changing money, but it was proof. Proof that you can make money with ChatGPT and that selling AI content as Gumroad digital products is a legitimate path.
What I'd Do Differently (and What You Should Consider)
My first launch was a success for my modest goal, but I learned a lot.
More Focused Promotion: I barely promoted it. If I had spent more time on targeted promotion (e.g., engaging in more relevant online communities, sending a dedicated email to my small list, or even trying a few targeted tweets), I could have easily quadrupled those initial sales.
Build an Email List: I didn't capture any emails from my buyers or visitors. This was a missed opportunity to build a direct audience for future products. Next time, I'd integrate an email opt-in.
Create a Product Series: One product is good, but a series is better. I could have immediately started drafting "The Creator's Kickstart Kit: Part 2" or specialized versions (e.g., for Real Estate Agents, Coaches).
Get Testimonials: I didn't actively ask for reviews, which could have boosted social proof.
Refine the Sales Page: While Gumroad's pages are simple, I could have optimized my product description even further with stronger copywriting and clearer benefits.
Your Turn: Make Money with ChatGPT
My journey to $99 might not sound glamorous, but it was a profound learning experience. It shattered my belief that you need complex skills or huge investments to launch an online business. It proved that you can absolutely make money with ChatGPT by creating and selling AI content as Gumroad digital products.
This isn't just my story; it's a blueprint for what you can achieve. The tools are free or affordable, the demand is real, and the learning curve is surprisingly gentle. If I can do it, so can you. Stop scrolling, start creating. Your first $99 (or $999!) is within reach.
Ready to skip the trial and error? Our HustleStack content stacks provide the exact prompts, templates, and step-by-step guides I wish I had. Get your done-for-you HustleStack and launch your own profitable AI content product today!
Written by The Stack Architect
Building in silence. Teaching in blueprints.