Caleb has created my last two book trailers, both of which people compliment all the time. Caleb’s work raises the bar in this industry, so I wanted to bring him on the show to tell us how he got started, and how he created big breaks for himself.
When we look at the lives of successful artists, writers, and creatives, we don’t just see a collection of serendipitous moments. We see strategy. Whether intentional or not, we see a series of incidents and connections that allow the person’s work to get the attention it deserves.
And this does not happy by accident. At least, not usually.
Part of the job of a writer is to take risks, but not just the big, bold risks that can make or break a career. More often than that, it’s the small but significant risks that make up the work we do.
I spoke with Alan on the phone with no idea that less than eighteen months later, he would leave this world. It was honestly one of the most moving and significant conversations I’ve ever had in my life. It only seemed right to share that with others.
For most of my life, I was told a certain story about what it means to be an artist, a title reserved for that special group of people who were talented but unlikely to succeed.
Whether that meant pursuing a career in writing, fine art, or music, the advice was always the same: don’t quit your day job. Always have something to fall back on. Creativity was a nice outlet, even a valuable skill, but you should never go all in on being an artist. Because, odds are, you’ll starve. You may have been told something similar.
But is that the truth?