Ideas & Writing
Thoughts on building the future
Essays and reflections on entrepreneurship, AI, fintech, leadership, and the future of small business.
When Intelligence Gets Cheap, Distribution Wins
If the reasoning layer is becoming a commodity that everyone can buy at similar prices, then whatever is left over is where the value goes. It is worth knowing what is left over.
Read essayThe Model Race Just Changed the Math for Small Business
OpenAI and Anthropic both shipped new frontier models this summer. The headline is capability. The part that matters for operators is price and context.
July 28, 2026
Stop Buying AI Tools. Start Hiring AI Workers.
The difference between a tool and an agent is not technical sophistication. It is whether you would put it on an org chart.
June 23, 2026
AI Will Not Take the Job. It Will Take the Task.
The automation conversation keeps arguing about whole jobs disappearing. That is the wrong unit of analysis, and it leads businesses to the wrong decisions.
May 19, 2026
The Capital Gap Is a Network Gap
The numbers on Black founder funding are well known by now. The mechanism behind them gets discussed far less, and the mechanism is where the fix lives.
April 21, 2026
Every Vertical SaaS Company Eventually Becomes a Payments Company
Software gets you in the door. Payments are how you actually build a business. Here is why the sequence matters, and why most founders run it backwards.
March 31, 2026
Preparing Your Business for the AI Revolution: A Practical Guide
AI isn't something that happens to your business later. It's happening now. Here's how to position yourself — whether you're a founder, operator, or solo entrepreneur.
March 28, 2026
Why the Future Is AI Agents, Not AI Features
Bolting a chatbot onto your product isn't an AI strategy. Building autonomous agents that do real work is. Here's the difference and why it matters.
March 20, 2026
The AI Revolution Is Coming for Small Business — And That's a Good Thing
Every industrial revolution has reshaped who wins and who gets left behind. AI is the first one that could tip the scales in favor of the independent operator.
March 12, 2026
Embedded Payments and the Future of the Service Economy
The next trillion-dollar shift in payments isn't about new rails. It's about making payments invisible inside the software where work actually happens.
March 1, 2026
Black Founders Are Uniquely Positioned to Lead in the AI Era
The same resourcefulness that Black founders develop by necessity — doing more with less, building for overlooked markets — is exactly what the AI era demands.
February 15, 2026
What Scaling Squire Taught Me About Building Companies That Last
The hardest lessons don't come from fundraises or product launches. They come from the quiet moments when everything depends on your next decision.
January 20, 2026
Building Technology for Underserved Markets
The biggest opportunities in tech aren't in building better tools for people who already have great tools. They're in building the first great tool for people who have nothing.
December 28, 2025
AI and the Future of Service Businesses
How artificial intelligence will transform the way service-based businesses operate, from scheduling to customer engagement to business intelligence.
December 15, 2025
The Next Generation of Fintech
Why the next wave of fintech innovation will be driven by vertical software companies embedding financial services into industry-specific platforms.
October 8, 2025
Lessons from Building Squire
Reflections on the journey of building a technology company from scratch — the wins, the setbacks, and everything in between.
August 22, 2025
Advice for First-Time Founders
What I wish I knew when I started. Practical advice for entrepreneurs navigating the early stages of building a company.
June 10, 2025
Technology and Economic Opportunity
How technology can create economic mobility for communities that have been historically excluded from the innovation economy.
April 18, 2025
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