Articles

Deep dives on the topics we cover in our conversations. Lessons, frameworks, and honest takes on running a business.

Operations·7 min read

It's Cheaper to Keep a Customer Than Find a New One (And How to Actually Do It)

Everyone knows this is true. But knowing it and actually building your business around it are two different things.

By Josh Caruso·Jan 5, 2026
Operations·7 min read

What Happens When It's -3 Degrees and Everyone's Furnace Breaks

When the temperature drops, everyone's HVAC system gets pushed to its limits. The marginal equipment fails. The calls flood in. How do you prepare for spikes you can't fully predict?

By Josh Caruso·Jan 1, 2026
Leadership·7 min read

How to Take Over a Business That's Been Around 30 Years

Taking over a family business is different from starting one. The systems exist. The culture exists. Your job is to modernize without destroying what works.

By Josh Caruso·Dec 28, 2025
Operations·6 min read

Maintenance Contracts: The Annuity for Your Business

Geoff Farinha calls maintenance contracts 'the annuity for the business.' Then he said something that surprised me: 'We do it in a way where we're not looking to necessarily make money.'

By Josh Caruso·Dec 24, 2025
Leadership·7 min read

Why Your Best Technicians Can Go Anywhere (And How to Make Them Stay)

Your best people have options. They can walk across the street tomorrow and get hired. The only thing keeping them with you is whether they want to stay.

By Josh Caruso·Dec 20, 2025
Technology·7 min read

The $80,000 Software That Paid for Itself

USI HVAC went from $2,500/year software to $80,000/year. That's not a typo. And it was worth every penny.

By Josh Caruso·Dec 15, 2025
Technology·6 min read

Why Small Businesses Can't Afford to Wait on AI

Big companies can afford to be late to AI. They have the capital to survive their own inefficiency. Small businesses don't have that luxury.

By Josh Caruso·Dec 5, 2025
Partnership·6 min read

Find a Partner Who Can't Do What You Do

When I asked Ben Wespi for his number one tip for anyone thinking about starting or buying a business, he didn't talk about financing. He talked about partnership.

By Josh Caruso·Nov 28, 2025
Technology·12 min read

Small Businesses Aren't Afraid of AI – They're Flying Blind With It

Why tradesmen and owner-operators are already using ChatGPT for money decisions, and what has to change before it bites them.

By Doug Ebenal·Nov 16, 2025
Technology·6 min read

Why Your Foreman Won't Use the iPad (And What to Do About It)

There are dozens of project management platforms built for construction. They promise real-time visibility. There's just one problem: your foreman won't use them.

By Josh Caruso·Nov 15, 2025
Technology·6 min read

I Built a SaaS Platform Without Knowing How to Code

I spent 18 years in military intelligence. I got an MBA. I never learned to code. In 2025, I built a full SaaS platform from scratch using AI.

By Josh Caruso·Nov 5, 2025
Operations·7 min read

The Contractor's Chicken-and-Egg Problem: Crew Size vs. Work Pipeline

Do I have enough work to keep my crew busy? Do I have enough crew to handle the work that's coming? It's a chicken-and-egg problem with real financial consequences.

By Josh Caruso·Oct 30, 2025
Leadership·8 min read

Commander's Intent: The Military Doctrine That Makes AI Actually Work

Most people use AI like a vending machine. Specific input, specific output. There's a better model—one I learned over 18 years in the Marine Corps.

By Josh Caruso·Oct 22, 2025
Acquisitions·7 min read

How to Buy a Business in an Industry You Know Nothing About

Ben Wespi had no background in construction. No experience in mechanical insulation. He bought a mechanical insulation company anyway. Here's what he learned.

By Josh Caruso·Oct 15, 2025
Technology·6 min read

The Window That's Closing: Why AI Costs Will Go Up, Not Down

The largest technology companies on Earth are spending money at a rate that makes no economic sense. They're subsidizing AI heavily—and that window won't stay open forever.

By Josh Caruso·Oct 5, 2025
Leadership·5 min read

The Birthday Card That Saved Me $4/Hour Per Employee

A $25 gift card costs $25. The return on that investment is workers who stay, who care, and who don't demand above-market wages just to tolerate their job.

By Josh Caruso·Sep 28, 2025
Veterans·5 min read

Why Veterans Make Great Business Owners (And Don't Know It)

Most veterans getting out don't feel like they have 'tangible skills.' They're wrong. Leadership and creative problem-solving are the two things that matter most in business.

By Josh Caruso·Sep 15, 2025
Announcements·3 min read

Why We Started The Owner's Playbook

There's no shortage of business podcasts, but there's a shortage of honest ones. Here's why we're doing this differently.

By Josh Caruso·Sep 10, 2025
Technology·6 min read

Stop Trying to Use AI—Start Building With It

The conversation about AI is dominated by productivity. Write faster, research quicker. That's the appetizer. The real opportunity isn't productivity—it's capability.

By Josh Caruso·Sep 5, 2025
Technology·5 min read

The Chatbot Is the Free Sample—Here's What They're Actually Selling

Every AI company is giving away a chatbot. But chatbots aren't the product. They're the door. Here's what's really being built.

By Josh Caruso·Aug 20, 2025

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