Chapter Six

Two
entrepreneurs

Two childhood friends. Both became entrepreneurs. From the outside, only one of them looked like he was winning.

Todd and Charles

Which life would you rather have?

The first

Todd

Confident, athletic, comfortable taking the lead. Captain of the football and swim teams. In business he recognized opportunities, built teams, and kept growing through hard economic seasons, until he helped build a technology company that gave him financial freedom.

The second

Charles

One of the smaller kids, with thick glasses and dyslexia. Tests didn’t come easily and neither did confidence. He started by mowing lawns and kept trying small businesses, but every time he got ahead, something knocked him back. A feedlot failure nearly wiped out his cattle operation.

Have you ever felt like Charles? Like you were doing everything you could, and still couldn’t get ahead?

The chapter ends with a confession about Todd and Charles that’s worth reading for yourself. Then it walks year by year through the decisions, failures, and small wins behind a company that grew from the back office of a car lot into a technology company valued at more than $1 billion.

The same life can look like failure while you are living through it and like success once you can see what it was building.

The Now What Method, under real pressure

When the cattle operation failed, Ben ran the decision through the same method this book teaches. Seek meant widening the lens and looking honestly at reality. Study meant putting it through the Refinement Funnel: verifying with numbers, discerning what held up and what needed constant rescue, measuring it against the life he and Trina had mapped out, and taking it to Heavenly Father, where the confirmation came as peace. Shape turned that clarity into a plan and a commitment to focus. Strive meant he and his brothers stopped dabbling and pushed the plan forward.

Your failures don’t have to define you. They can refine you. You don’t need to become an entrepreneur, chase a massive valuation, or copy anyone’s path. You can build a meaningful life without perfect timing, ideal conditions, or a flawless background.

No worksheet for this one

Chapter 6 is a story, not an assignment. Read it for the pattern rather than the plan, then go back to Chapter 5 and run the Now What Method on your own career.

Chapter 6 in full

This is the short version

The full chapter reveals who Todd and Charles really are, and follows the whole arc: from lawns and a $300 truck named Rusty, through the failures nobody saw, to building LoanPro from the ground up with Ben’s brothers.

Get the book