Stories and lessons from the chaotic life of building, running, and exiting of small businesses.
Sharing what doesn’t fit neatly into a pitch deck. The behind-the-scenes of building and selling companies, and reflections on how business collides with life, identity, and health.
Some posts are tactical. Some are personal. All of them come from experience and learning lessons the hard way.
Value Isn’t the Same as Sellability
Most owners assume that if their business is profitable, it’s automatically valuable, and if it’s valuable, it must be easy to sell. But those two things aren’t the same. Value is about money. Sellability is about how easily that money transfers once you’re gone.
The Five-Month Deal: What a Smooth Sale Actually Looks Like
Five months. Start to finish. That’s how long it took to close my most recent deal, and it wasn’t luck. When preparation, trust, and fair expectations line up, the whole process feels almost effortless. Here’s what a smooth business sale actually looks like.
How Long It Really Takes to Sell a Business
Selling a business almost always takes longer than people expect. Even in the smoothest cases, it’s a months-long process filled with moving parts, emotions, and moments of waiting. Understanding that timeline early can save you a lot of frustration, and help you build toward a sale that actually feels right.
The Real Currency of a Deal
When it comes to selling a business, most people assume the hardest part is getting the numbers right. But most deals don’t fall apart over valuation or financing, they fall apart over trust. Here’s what that really looks like, and why it matters more than you think.
Everyone Wants to Buy a Daycare. Few Are Ready to Run One.
Daycares look like the perfect small business. Stable, essential, in demand. But behind the scenes, they’re among the toughest to run. Here’s what most buyers don’t realize until it’s too late.
Why Buying a Business Isn’t Like Buying a House
Buying a house is a transaction. Buying a business is a relationship. Here’s why business sales are more complex, and why a strong LOI can make or break the deal.
The Hidden Emotional Side of Selling a Business
Selling a business isn’t just financial, it’s emotional. Behind every deal are the fears, doubts, and attachments that can quietly derail even the best offers.
Build to Sell: What It Really Means and How to Start Today
“Build to sell” isn’t about planning your exit. It’s about building a company that runs smoothly, attracts real buyers, and holds its value when you’re ready to move on.
Profit Isn’t Just One Number: What Buyers Actually Look At
Profit isn’t just one number, and when it comes time to sell, knowing the difference between net income, SDE, and EBITDA can make or break your valuation.
From Beer Kegs to Business Deals: My Winding Road Through Entrepreneurship
What started with tracking beer kegs turned into a career helping entrepreneurs buy and sell companies. Here’s how a winding path through startups led me to business brokerage.
How Personal Expenses Impact The Sale of Your Business
Running personal expenses through your business might save you on taxes, but it can cost you big when it’s time to sell. Here’s how to play it smart without hurting your valuation.