‘When I Can Afford That Card’… How an $80 Baseball Card Changed This Entrepreneur’s Life

As a successful entrepreneur with three businesses, I was still haunted by missed opportunities and external expectations. Then I realized something powerful.

By Jonathan Goodman | Jan 13, 2026

This story appears in the January 2026 issue of Entrepreneur. Subscribe »

When I was young, I dreamed of owning Ken Griffey Jr.’s Upper Deck rookie baseball card. “The Kid,” they called him. He defined the sport in the ’90s. The card cost $80, which might as well have been $1 million. My 10-year-old brain thought: I’ll know I’m a success when I can afford that card.

Then life happened. I stopped collecting. After school I became a personal trainer, then started a business. And another. Eventually, I released 32 different products and services: a few strikeouts, mostly bloop singles, and two home runs. 

Somewhere along the way, my self-identity got wrapped up in the next project, with my mood dictated by short-term wins (yay!) and losses (dang it!). I’d become driven by external expectations — a continuous and ruinous cycle of ups and downs with no end.

Related: 5 Ways to Fix Your Lack of Inspiration

Then, about five years ago, baseball card videos started appearing in my social media feed. I don’t know why. Social media knows me better than I know me, I guess. I watched one, so more appeared. It stirred memories of a simpler time — when I did things because I loved doing them, before everything needed a reason or an ROI.

I have $80 now. So one day, I bought the Ken Griffey Jr. card.

I owned three businesses at the time, was creating content, writing a book, and had a young son. I wanted a larger family, but with such a busy life, I couldn’t figure out how to make space for one. I was doing so many things and enjoying so few of them. Then I looked at that card behind me, and I realized something: In the eyes of my younger self, I was already a success. I had $80 to spend! I owned the card! So what else was I chasing?

That day, I decided to sell my businesses and become a full-time author. That was the life I really wanted, and I’ve now written 12 books. All I needed was a reminder that I’d already made it — I just hadn’t noticed. Now the card stays on my desk, in case I ever doubt myself again.

Related: Why Are Some People Lucky, and Others Not?

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When I was young, I dreamed of owning Ken Griffey Jr.’s Upper Deck rookie baseball card. “The Kid,” they called him. He defined the sport in the ’90s. The card cost $80, which might as well have been $1 million. My 10-year-old brain thought: I’ll know I’m a success when I can afford that card.

Then life happened. I stopped collecting. After school I became a personal trainer, then started a business. And another. Eventually, I released 32 different products and services: a few strikeouts, mostly bloop singles, and two home runs. 

Somewhere along the way, my self-identity got wrapped up in the next project, with my mood dictated by short-term wins (yay!) and losses (dang it!). I’d become driven by external expectations — a continuous and ruinous cycle of ups and downs with no end.

Jonathan Goodman

Founder of the Personal Trainer Development Center
Jonathan Goodman is author of The Obvious Choice: Timeless Lessons on Success, Profit, and Finding Your Way. Over 200,000 coaches and small business owners in more than 120 countries have purchased business development materials from him. Originally from Toronto, Jon spends his winters exploring the World with his wife and two young sons.

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