Small Business Owners: The Future Might Not Be All That Uncertain

For small business owners, the future often feels like a giant question mark. When should I sell? How much is my business worth? What if my partner retires? Do I have enough insurance? These unknowns can make planning feel impossible, especially when 70% of your wealth

Healthy Business Practices for Entrepreneurs: Because “Winging It” Isn’t a Business Plan

Starting a business is a lot like adopting a pet rock. It seems simple at first—until you realize your rock needs a LinkedIn profile, a marketing strategy, and a retirement plan. But unlike a pet rock, your business won’t thrive on neglect. (Unless you’re selling pet

Valuing Your Business: A Simple Guide for Young Entrepreneurs

Imagine you have a lemonade stand. You’ve worked hard all summer, and now you want to know how much it’s worth. Is it the cost of your lemons and cups? The money you make each week? Or maybe the secret recipe that keeps customers coming back?

7 Harsh Truths About Succession Planning (Your Kids Don’t Want Your Business)

7 Harsh Truths About Succession Planning (Your Kids Don’t Want Your Business) Your kids aren’t lining up to take over your business. And if you wait too long to sell, you’ll watch decades of sweat equity evaporate. Harsh? Maybe. True? Absolutely. This isn’t a feel-good pep

12 Brutal Truths About Business Valuation that you need to know

12 Brutal Truths About Business Valuation (You Can’t Afford to Ignore #4) Let’s rip off the Band-Aid: Your business isn’t worth what you think it’s worth. And if you wait until “someday” to figure it out, you’ll bleed money, time, and opportunities. Business valuation isn’t just

The Operator Accelerator: 7 Secrets to Successfully Stepping Back

The Operator Accelerator: Your Ticket to Freedom (Yes, You Can Step Back) From Heather:“When I built my first business, I kept screaming into the void: Why isn’t there a playbook for this?! Hiring? Finance? Leadership? Most of us learn it solo, through trial-by-fire. I’ve been there

7 Secrets to Distressed Asset Flipping: Buy the Dip, Sell the Comeback!

Distressed Asset Flipping: Turn Crisis into Cash (Yes, It’s Easier Than You Think) Picture this: A struggling café. Empty tables. Piles of unpaid bills. But you see dollar signs. Why? Because distressed asset flipping isn’t just for houses—it’s the ultimate business hustle. Buy low, fix fast,

Join The Operator Accelerator + get exclusive access to a private workshop with Heather Barber

Master the Skills to Step Back — Without Letting GoJoin The Operator Accelerator + get exclusive access to a private workshop with Heather Barber Intro When I was building my company, I remember thinking: Why isn’t there a playbook for this? Most business owners are expected

Avoid the Cash Suck: How Productizing Your Service (and Charging Upfront) Boosts Cash Flow

The Problem: Service Businesses Are Cash-StarvedLet’s get real: If your cash flow depends on clients paying after you’ve done the work, you’re basically running a charity. You deliver the service, cross your fingers, and pray the invoice gets paid before your rent does. It’s like feeding

Why Being the Boss of Everything is Terrible for Your Exit Strategy (And How to Fix It)

If your business needs you like a Netflix account needs a password, buyers will treat it like a risky Tinder date—swipe left. Sure, you’re proud of your hustle. But when you’re the human glue holding everything together, buyers see a liability, not a legacy. Here’s the

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