What if I Lose?

I have two basic goals in life: 1) stay out of jail, and 2) do everything that I can to maintain my health. Because I figure that if I have freedom and well being, any problem can be solved.

The nature of my work leads me to think about such things. There is no gold watch in my future. Retirement is something that my parents did. For me, each day is an opportunity to fail or succeed until there are no more days.

I'm also thinking about all of this because of the NBA Finals. Yes, I'm one of those guys who believes that sport mirrors life. I just watched a team, who at this time last year was in despair, win the title over a worthy opponent that has possibly the best player of all time.

But there's more to the Warriors story for me. I became a season ticket holder after the 2011-2012 season when the Warriors finished with a 23-43 record, 13th in the Western Conference. It was Klay Thompson's rookie season. Steph Curry wasn't a star yet. And there was no Draymond Green.

The Warriors actually recruited me. They noticed my pictures online, tracked me down, and invited me (and my boys) to come watch a game in a luxury box and meet some of the management team. We had free hotdogs that night, our seats were on the house, and we met the team president who explained why the future was bright for this team. Now, that's moxie.

If I put a $500 deposit down, I could reserve my seats, and I would receive an autographed Klay Thompson rookie photograph. I asked for two photos. I have twins you know. They said yes, and so did I.

I went home that night and made my own pitch to invest $9,460 for a pair of sideline club seats in row 16. It was a risk. What if I couldn't sell the tickets for the games that we couldn't attend? What if I took a big loss? There were 42 home games that year, and I had to sell 30 of them to keep the venture going.

The first season was tough. Many of the tickets went on Craig's List and sold below market value, often in a coffee shop after work. But I made enough to keep the enterprise going. And the boys and I were having a blast.

Fast forward to 2017: those seats are now worth more than $20,000. And I haven't lost a penny.

My life is full of risks. Some are serious, like starting my own business. Others are just potentially expensive. The Warriors investment happens to be top of mind because of their recent victory.

When I'm considering something new, and have done my homework, I always ask myself one final question:

What if I lose?

As long as the answer doesn't adversely affect my health or my freedom, I can live with it. So what if I have to start over, dig myself out of a hole, or heal from a major setback? I can do those things. I've done those things.

The Warriors crushing defeat in game 7 last year led to the signing of Kevin Durant, the second best basketball player on the planet, and this year's Finals MVP. Yet many were doubting the Warrior's ability to come back and realize their goal. I wasn't one of them.

I knew one important thing: the Warriors weren't afraid of losing. It's just that they'd prefer to win. And they're willing to work toward that goal. Subtle difference? Maybe.

But that's why I bought those tickets in 2012. Because I feel the same way.

-Derrick