Taylor sits down with singer-songwriter Cobi for a raw and revealing conversation about what success really means as an artist—and as a human being. Cobi traces his journey from early days in Gentleman Hall, walking away from a record deal with Island Records, to finding his own voice as a solo artist. Along the way, he opens up about the pressure of chasing momentum, the grief of losing his parents, and the ways fatherhood has reshaped his priorities and sense of purpose.

Together, Taylor and Cobi dismantle the myth of overnight success, showing instead how persistence, community, and mentorship shape creative lives. They talk about the freedom and challenges of going independent, the push-pull between ambition and meaning, and the deeper “why” that fuels art beyond ego or accolades. Whether you’re a musician, creator, or just someone navigating the messiness of life, this conversation is a reminder that failure only happens when you stop trying—and that showing up, even when it’s hard, is what really matters.

You can find Cobi on socials @cobimusic and www.cobimusic.net

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Theme song by: Carl Thiel

Taylor hits record for the very first time with longtime friend and artist Amy Long. Together they confess launch-day terror, swap horror stories about overthinking, and unpack how repetition—not perfection—pushes any craft forward. From Amy’s flying-truck paintings to Taylor’s podcast baby, they get honest about imposter syndrome, social-media anxiety, and why you shouldn’t wait for anyone’s permission (or a fully developed frontal lobe) before you try something new. Expect laughter, a little cursing, and a mutual reminder that the only way out of fear is straight through it.

Find Amy on socials @rainboyslawer or her website www.amylong.art

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Theme song by: Carl Thiel

In this special introduction episode of Who Cares?!, host Taylor Wallace opens up about why he’s starting this podcast and what listeners can expect. Taylor shares his vision for honest, meaningful conversations with musicians, artists, entrepreneurs, and everyday people who have something real to say about the human experience.

From embracing “playful ignorance” to resisting the pressure of perfection, Taylor talks candidly about his own fears of being in the spotlight while still feeling a deep pull to create community and connection. Who Cares?! isn’t about gurus or quick fixes—it’s about asking honest questions, uncovering nuggets of wisdom, and reminding each other we’re not alone in this messy, beautiful life.

Join Taylor on this journey as he sets the stage for the conversations to come.

If you enjoyed this episode, please follow, subscribe, leave a review, and share with someone who might appreciate this conversation!

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Theme song by: Carl Thiel