I’m Jack Trama. For more than twenty-five years, I’ve sat with entrepreneurs in the moment a big decision turns into a commitment—when logic says “go,” but doubt steps in.

I spent years as a business broker, guiding people through buying and selling companies. I saw deals that looked solid fall apart in the final stretch—sometimes because the numbers didn’t hold up, and other times because the commitment required came with a level of responsibility they weren’t ready to take on.

Over the last decade, I’ve seen the same pattern show up as entrepreneurs invest in their growth—through coaching, training, and automated systems. The price tag changes, but the hesitation looks the same.

The issue isn’t information. It’s what comes with committing—investing money, taking on risk, or handing over some control. That matters more than timing or capital—because it changes who you are after you decide.

Speaking & Media

I speak to entrepreneurs on decisiveness and commitment—the gap between knowing what to do and doing it.

Speaking Topics:

Getting clear on what’s in the way: Five questions that move decisions forward quickly

What delay actually costs: In time, opportunity, and patterns of reaching decisions in all areas of life

The comparison trap: Moving from features to fit

Beyond wanting it: The capacity question that determines timing

The commitment: What actually changes when you decide