Mark Brickey sits down with our co-founder Bobby Hundreds and picks his brain in the latest installment of his podcast, Adventures in Design—a radio show, “exploring the reality of trying to live your creative dreams.” It seems like people sometimes look at The Hundreds and at Bobby quizzically—like how could this brand, this small thing that began in 2003, blossom into what it is today? Some dismiss it as sheer luck, never realizing the fight it took to start The Hundreds and now, the ongoing fight to maintain it. But Bobby never wanted it easy anyway.

Listen to Bobby’s stories: transitioning from zines to blogging, how DIY pushes you, finding ways to express yourself when the obvious ones are closed off, his first punk rock show, and what it means—for him—to leave a legacy HERE.

Here’s some of Mark and Bobby’s talking points below from his site aidpodcast.libsyn.com:

– How wanting to be involved with your interests and hobbies transfers over when you run your own business.
– The initial goals of The Hundreds and how they distinguished themselves as more than just another shirt-based brand.
– Blogging before using a computer was cool.
– Finding the avenues available to express yourself when the obvious ones are closed off.
– How social media has changed the ability to find and engage with mentors.
– How being DIY pushes you to be better at what you’re doing and the benefit of having an adversary.
– Focusing on yourself and not being concerned with what others are doing.
– The lack of sustainability in a company with nothing to say.
– Bracing yourself for the eventual backlash of expressing your opinion in an overly sensitive public spectrum.
– Telling a story within a collaboration to give it impact and meaning for both parties involved.
– The joy in connecting with other people.
– Handling the responsibility of representing a company that has employees counting on it and people depending on it to maintain its credibility.

Photo by Jake Rosenberg via The Coveteur.