Remembering My Conversation With Sean Gunn

Back in 2015, long before We Should Hang Out More evolved into a PR company helping small businesses grow and take control of their stories, and long before I had the technical expertise I have today, it was just me, a one-man band. I found myself sitting across from an incredible actor with a laptop, a couple of cables, and a lot of nerves.

Comic-Con had just wrapped in San Antonio, and somehow, through equal parts persistence and luck, I had booked an interview with Sean Gunn. An interview where I was so nervous and excited that I never once bothered to check the levels throughout the recording, the thought of which still wakes me up in a cold sweat at least once a month.

Yes, that Sean Gunn — at the time best known for Gilmore Girls and a small independent film called Guardians of the Galaxy. Maybe you’ve heard of it. His brother, James Gunn, had directed it, and neither of us could have guessed just how massive the Gunn brothers would become in Hollywood today. Sean has since appeared in numerous Avengers films, and James is now running DC alongside Peter Safran, fresh off the heels of the highly praised Superman film in which Sean also had a cameo.

This episode quickly became my biggest one ever, crossing more than 20,000 downloads. I booked it, researched it, recorded it, and edited it myself. I was the host, the producer, and the “audio engineer.” The result was far from polished, but the conversation itself was everything I had hoped the pure podcast concept could be. My only goal was to connect with people, and this episode had that in spades. Sean was the kind of guest every host dreams of: generous, funny and fully present. We talked about the ups and downs of acting, learning languages, being vegetarian, and finding purpose in a creative career. He didn’t need to give me the time he did, but he did anyway, and that generosity stayed with me.

Looking back, that conversation reminded me what We Should Hang Out More was always meant to be in those early days: honest conversations with no agenda beyond curiosity and getting to know some extraordinary people. Finding connection, one human to another.

Over the years, I’ve been fortunate enough to sit down with other incredible guests, from the musicians of Motion City Soundtrack to Kevin Lyman, the visionary behind the Vans Warped Tour. Each conversation added another layer to what this show represents: curiosity, creativity, and the people behind the work, which eventually led us to realize we could apply those connections to help others grow.

Now, nearly a decade later, We Should Hang Out More is officially returning. New conversations, new stories, and some very special guests will be announced on Dec. 1.

If you’ve been here since that noisy Ruth’s Chris interview, thank you. If you’re just joining us, welcome. Either way, it’s good to be back.

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