Writing
Selling a Business
9 essays on this topic.
What It Actually Takes to Sell Your Business Yourself
You don’t need a broker to sell your business. For smaller deals, doing it yourself can be the right call, as long as you’re honest about which parts you can carry. Here’s the whole thing laid out step by step, from cleaning up your numbers to getting an NDA signed before you share a thing.
Read more → December 17, 2025Why Do Brokers Say No to Selling Your Business?
When a broker turns your business down, it’s easy to assume the commission just wasn’t big enough to bother with. Sometimes that’s part of it. But mostly a broker is making a quieter calculation, and it has less to do with what your business is worth than with whether it can actually be sold. Here’s what we’re really weighing when we say yes or no.
Read more → November 24, 2025Why Smaller Deals Are Often Harder to Sell
Most people assume a smaller business should be easier to sell. Less money, fewer moving parts, fewer obstacles. In practice it’s usually the opposite: small deals carry all the same buyer fears as large ones, but without the structure that calms those fears down. Here’s why the scrutiny goes up as the price tag goes down.
Read more → November 7, 2025Value 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.
Read more → October 17, 2025The 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.
Read more → September 19, 2025How 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.
Read more → July 7, 2025The 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.
Read more → June 17, 2025Build 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.
Read more → May 28, 2025How 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.
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