Ideas & Writing

Thoughts on building the future

Essays and reflections on entrepreneurship, AI, fintech, leadership, and the future of small business.

AI & TechnologyMarch 28, 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.

AI & TechnologyMarch 20, 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.

AI & TechnologyMarch 12, 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.

FintechMarch 1, 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.

LeadershipFebruary 15, 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.

EntrepreneurshipJanuary 20, 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.

EntrepreneurshipDecember 28, 2025

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.

AIDecember 15, 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.

FintechOctober 8, 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.

EntrepreneurshipAugust 22, 2025

Lessons from Building Squire

Reflections on the journey of building a technology company from scratch — the wins, the setbacks, and everything in between.

EntrepreneurshipJune 10, 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.

LeadershipApril 18, 2025

Technology and Economic Opportunity

How technology can create economic mobility for communities that have been historically excluded from the innovation economy.

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