Articles

Insights for Business Owners

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

Marketing·6 min read

Post Less, Plan More: The Case for Batch Content Creation

Daily posting doesn't require daily work. The owners who stay consistent on social media aren't doing it in real time. They're batching.

By Doug Ebenal·Feb 24, 2026
Sales·6 min read

Stop Selling AI—Start Selling Outcomes

Nobody wants an 'AI receptionist.' They want no missed opportunities and more time back. Sell the solution, not the technology.

By Josh Caruso·Feb 23, 2026
Technology·6 min read

Time to Production Is the Only Metric That Matters Now

From idea to working product in days, not months. Companies that can't iterate at this speed will lose to those who can.

By Josh Caruso·Feb 19, 2026
Technology·6 min read

Why Big Software Companies Can't Keep Up

Legacy systems weren't built for AI. The companies that try to bolt it on are fighting their own architecture—and losing to startups that build AI-native.

By Josh Caruso·Feb 16, 2026
Operations·6 min read

Missed Calls Are Missed Revenue—And You're Missing More Than You Think

When a pipe bursts at 2 AM, customers don't leave voicemails. They call the next company. Here's the math on what unanswered calls actually cost.

By Josh Caruso·Feb 12, 2026
Sales·6 min read

The Hidden Cost of Talking People Into Things

You can convince almost anyone to buy. But the customers you have to convince become the customers you have to keep convincing—or lose.

By Josh Caruso·Feb 9, 2026
Sales·6 min read

Know Who Your Customer Isn't

Most businesses obsess over their ideal customer. The real competitive advantage is knowing who to walk away from—even when they're ready to buy.

By Josh Caruso·Feb 5, 2026
Operations·5 min read

They Don't Want to Talk to You—They Want Their Pipe Fixed

Stop romanticizing 'the human touch.' Customers don't call because they want conversation. They call because they have a problem that needs solving—fast.

By Josh Caruso·Feb 2, 2026
Operations·5 min read

Automate Your Review Requests at Job Completion

The window for getting a review is about 24 hours. After that, response rates drop by half. You can't ask fast enough manually—but a system can.

By Josh Caruso·Jan 22, 2026
Operations·5 min read

Simplicity Beats Complexity: Your Spreadsheet Might Be Fine

Before you pay for another software subscription, ask yourself: is the spreadsheet actually the problem? Or is it the process?

By Josh Caruso·Jan 20, 2026
Technology·6 min read

The 30-Minute Daily Time Suck You Can Automate

You're probably spending half an hour every day on tasks a computer could do for you. Appointment confirmations, follow-up texts, review requests—all of it can run automatically.

By Josh Caruso·Jan 18, 2026
Operations·6 min read

S-Corp Tax Advantages Every LLC Owner Should Know

If you're making decent money as an LLC and you haven't looked at S-Corp election, you might be overpaying the IRS by thousands every year.

By Josh Caruso·Jan 16, 2026
Operations·5 min read

Who Has Access to Your QuickBooks?

When's the last time you checked who can see your financials, issue payments, and access your banking information?

By Josh Caruso·Jan 14, 2026
Operations·6 min read

Separate Your Revenue Streams Before Tax Season

You might think you know which services make you money. But if HVAC and plumbing are all mixed together in your books, you're guessing.

By Josh Caruso·Jan 12, 2026
Operations·6 min read

Turn Your Crew Into a Content Machine

Your technicians are already at job sites every day. They're standing next to the content you need. They just have to press record.

By Josh Caruso·Jan 10, 2026
Operations·6 min read

Why Consistent Posting Matters Even With 100 Followers

You're not posting to build an audience. You're posting so that when someone searches your name, you actually exist.

By Josh Caruso·Jan 9, 2026
Leadership·5 min read

Don't Drop the Ball: A Reflection on Time Management as a Business Leader

My approach to keeping the important stuff from breaking.

By Doug Ebenal·Jan 8, 2026
Operations·6 min read

Free Marketing Channels to Max Out Before Paying for Ads

There's a lot of free stuff you can do that you probably haven't done yet. Max those out before you start writing checks.

By Josh Caruso·Jan 7, 2026
Operations·6 min read

Before You Pay for Ads, Can You Prove They Work?

The tracking infrastructure needs to exist before the first dollar goes out. Not after. Not 'when we have time.' Before.

By Josh Caruso·Jan 6, 2026
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

Stop Spending Money on Marketing You Can't Track

If you can't trace a lead back to the ad that generated it, you're not marketing. You're gambling.

By Josh Caruso·Jan 4, 2026
Technology·7 min read

One Chat to Rule Them All: Centralizing Your Business Operations

The average small business uses 89 different apps. Every login, every tab, every context switch is costing you time you'll never get back.

By Josh Caruso·Jan 3, 2026
Operations·6 min read

Why Your CRM Pipeline Is Useless If You're Not Using It

You paid for the software. You set up the stages. But if leads aren't moving through your pipeline, you're just paying for expensive digital clutter.

By Josh Caruso·Jan 2, 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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