Blog

Thoughts on entrepreneurship, startups, technology, and building companies.

The lessons from my first pressure washing company that shaped everything after.

How we find legacy markets, disrupt them with software, and build companies around those products.

What I wish I knew before selling The Pressure King to private equity.

Why we built another e-signature platform and what makes it different.

How AI transcription is transforming contact management and relationship building.

Nonprofits deserve better tools. Here's how we're building them.

Blackbaud dominates nonprofit software, but at what cost? A look at alternatives.

Nonprofit accounting isn't business accounting. Here's why standard tools fail.

QuickBooks is great for businesses. Here's why it struggles with nonprofits.

Effective donor management is about relationships, not transactions.

Getting data out of PDFs and documents is painful. Here's how AI changes that.

Corporate gifting is a $300B industry stuck in the past. We're modernizing it.

How technology can help artists take control of their careers.

Why Nashville's music scene is unlike anywhere else in the world.

The playbook for identifying and disrupting outdated industries with software.

How to manage multiple ventures without burning out.

Not every idea works. Here's how to know when to move on.

Venture capital isn't the only way to build companies. Here's why I bootstrap.

Get paid to build your product, then turn it into a company. The contract-first model.

Nashville's business community deserves world-class software. Here's how we build it.

The parallels between scaling walls and scaling companies.

Why the who matters as much as the what in building companies.

Want to grab coffee?

I love meeting interesting people working on interesting problems.