The 2025 AI Business Challenge
Join me as I build a fully autonomous AI business in 2025 and share everything along the way.
Read about the challenge Join the AdventureAbout the Challenge
I’m challenging myself to build a 100% AI business in 2025.
I’ve made profitable companies before, but now I’ll attempt to translate everything I’ve learned into a team of agents and bots that make a profit unattended.
This newsletter will document everything along the way. I’ll be sharing scripts, code, successes and failures with my subscribers. Subscribe if you’re:
- An entrepreneur, founder, or you work at a startup
- An AI Hacker, or amateur prompt-smith
- Interested in the real state of AI
- Up for learning from my failures 😅

My Background
My name is Woody, I’m a multi-exit founder who’s been writing software and selling it for 15 years or so. Tech is my first love, business my second.
I’m an indie hacker through and through. I like to invent systems, hybridise business models, and make cool stuff.
- $1.5m+ WordPress and Software products sold
- 15+ years building products as solo, founder, lead engineer
- 5+ Successful Joint Ventures
- Exit to Automattic
- Maker hacker through and through (my projects)
This newsletter will reflect my alternative/hacker founder approach – this won’t be a corporate AI newsletter, it’ll be nuts and bolts building an all-AI business.
What I’m Building
This is what I expect to cover in 2025 for this newsletter, but we’ll probably come across some other interesting AI goodness along the way.
Agents, Swarms, Tasks and Roles
I’m going to experiment widely with the granularity of roles and tasks. I even want to dabble with the psyche of potential AI employees.
AI Co-op Platforms
How do I interact with each of them? Do they just text me progress reports?
What product/service will be profitable?
What product/service will be sustainably profitable for this AI team? How do I find the right market?
Existing AI Tools
Homegrown AI Tooling
Scaling AI Business Swarms
Future of Work
Ethical Considerations
I’ll explore strategies for responsible AI implementation: Do no harm. Add value. Don’t be an internet douche bot.
Stability, Endurance, and the fluctuating market
How do they watch for curve balls and manoeuvre? Is it possible to build evolution into the system?
Optimistic Challenge Timeline
Come watch me sweat as I try to get a swarm of AIs to play nicely, and consistently make a profit 😅.
🕴️ Q1 2025
Project kickoff and AI system design, start building the AI team
🤖 Q2 2025
AI training and business model development, first ‘live’ tests
🚀 Q3 2025 😅
Proper launch of AI-run business operations
Q4 2025 💷 or 👹
Evolution & Longevity. Performance analysis and future projections
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Catch up on my progress:
Here are my latest blog posts:
- (AI Tool Reviews) n8n Review
- (Planning) Choosing an AI Business Idea
- (Tooling) Essential AI Agent Capabilities to Run a Business
- (Planning) AI Business Blueprint for a 100% Automated Business
- (Philosophy) Defining Goals for an AI Business