About Jamie
Background
I'm Jamie Watters, a solopreneur primarily focused on building SaaS and tools that solve real solopreneur problems. My journey began in the 1980s writing BASIC on a Research Machines 380Z during lunch breaks. Starting from the ground up at Sperry Univac, I became a systems programmer, living through the great technology transitions—assembler to C to C++, hierarchical to relational databases.
Fearing my aging brain wouldn't keep up with the accelerating pace of change, I retreated to management, spending the next 20 years climbing the corporate ladder. But corporate life slowly drained the joy from work. I was successful but empty.
Then AI changed everything. It removed the cognitive barriers I feared while amplifying my decades of strategic experience. Now, while bootstrapping alongside my day job, I've rediscovered the joy of building. In just 5 months, I've created5 apps, 4 websites, and 4 agent suites—all while working full-time. I'm orchestrating AI agents to build multiple businesses simultaneously, proving that experience plus AI equals unprecedented leverage.
Vision
I'm building a portfolio of AI-powered businesses through systematic iteration—just me and AI, no team, no employees. I track real metrics, celebrate small wins, learn publicly from failures, and compound insights across multiple products. Each business teaches me something that makes the next one more likely to succeed.
My goal? Build a $10M+ portfolio while documenting every step of the journey. I'm creating a blueprint—real metrics, real challenges, real lessons—so others can follow the same path and build their own multi-million-dollar solo businesses.
This isn't just about my success. It's about proving a new model of entrepreneurship is possible. We're at the dawn of the AI era, and I believe the future belongs to solo operators who can orchestrate intelligent systems to build at unprecedented scale. If I can do it, so can you.
Sam Altman has predicted that in the next year or so we'll see the world's first solo $1B company. I think it would be amazing if one of these new billionaires learned something from my site—or even better, is using one of my tools. When that happens, I'll have truly been a success beyond my dreams.
Current Focus
Right now, I'm actively building and operating 12 projects across five categories:
- SaaS & Solopreneur Tools: Automated workflows and productivity solutions for solo entrepreneurs and small businesses
- Frameworks: Developer tools and open-source libraries for AI integration
- Education: Courses and content teaching AI-powered entrepreneurship
- Marketplaces: Platforms connecting buyers and sellers in emerging niches
- Trading & Investment Tools: AI-powered trading bots for crypto, fund arbitrage, and equities. These are purely for my own prop trading—I'm not managing other people's money or selling the bots, mainly to avoid the legal complexities
Each project is instrumented with real-time metrics, and I share progress transparently through daily updates. Every win, every failure, every lesson learned—all documented publicly.
Why Build in Public?
Building in public holds me accountable and creates a feedback loop with the community. Transparency isn't just a marketing strategy—it's core to how I learn and improve. Sharing both successes and struggles attracts the right people and opportunities.
Plus, I want to inspire other builders. If I can show the playbook—the tools, strategies, and mindset required to build at scale as a solo operator—then others can replicate and surpass what I'm doing. That's the real goal.
My Philosophy
🔄 The Virtuous Circle
Everything I build follows a flywheel that compounds over time:
- Build businesses in my portfolio
- Encounter real operational problems that every solopreneur faces
- Create tools to solve those problems for myself
- Share the journey publicly with complete transparency
- Tools become available for other solopreneurs to use
- Revenue funds more building → cycle repeats
This means every tool I share has been battle-tested in my own portfolio first. I'm not guessing what solopreneurs need—I'm solving problems I actually face.
🎯 VC Portfolio Approach
Why am I building 10+ products instead of focusing on one big idea? Because I'm applying venture capital portfolio logic to solopreneurship.
- Spread risk across multiple ventures instead of betting everything on one
- Each product teaches lessons that make the next more likely to succeed
- Ruthless pruning—if a product doesn't hit $1K MRR by Month 3, it gets parked or sunset
- Double down on winners once they show traction
- Failures are valuable data, not wasted effort
VCs know that most bets fail, but the winners more than compensate. I'm applying that same logic, but as a solo operator with AI leverage.
🛠️ Practitioner-First
I'm not a guru selling courses based on what worked 10 years ago. I'm a systems programmer turned indie hacker who builds tools to solve my own problems first.
- I solve my own problems first, then share the solutions
- Every tool is battle-tested in my portfolio before I offer it to others
- My success depends on these tools working—I use them daily to run my business
- No fake screenshots or fabricated results—real metrics, wins AND failures
- Skin in the game—if these tools don't work for me, they don't work for you
This is what separates me from the guru economy. I'm not teaching theory—I'm building, proving it works, and sharing the infrastructure.
🚀 Enabling Others
My goal isn't just to build a successful portfolio for myself. It's bigger than that.
I want to enable others to build multi-million-dollar solo businesses using the tools, tactics, and know-how I'm creating.
My $10M+ portfolio goal? That's the proof-of-concept—demonstrating the foundation works. But when someone else takes these same tools and builds something even bigger, that's the real success.
I'm not just building for myself. I'm building infrastructure that makes solo success possible for others. Your success validates the model and proves it's repeatable.
Get in Touch
Interested in collaborating, have questions, or just want to say hi? I'd love to hear from you.
Follow My Journey →