In this episode of Deep Ish, I sit down with one of my closest friends, Josh Hill — attorney, podcast host, and husband — for a conversation that’s equal parts hilarious, reflective, and unexpectedly meaningful.

We tell the full story of the trip to East Tennessee, where everything went sideways: wrong turns down a mountain, missing license plates, no wallet, a handgun in the car, and a state trooper who thankfully decided not to pull us over. It was the day we thought we might go to jail… or worse — and the day our friendship was cemented forever.

From there, we talk about what it means to be unapologetically yourself, how marriage actually works when you stop trying to change your partner, raising kids in a digital world, and why the people who know you best are the ones who help you become better — not different.

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DEK of Hearts joins Deep Ish to talk about the real journey behind their rapid rise — from small town beginnings and early bar gigs to The Voice and beyond. We discuss choosing Niall as a coach, navigating imposter syndrome, building a band from scratch, staying rooted in faith, and why “overnight success” is almost never actually overnight.

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In this episode of Deep Ish, Jacob sits down with creative entrepreneur and filmmaker Blaine for a wide-ranging conversation about purpose, identity, success, and what it actually means to live a meaningful life.

From growing up in Indiana, being told he’d “never be good enough,” and chasing achievement at a young age — to building a business at 14, walking away from college soccer, and moving to LA with no connections — Blaine shares how early success still left him empty, and what ultimately reframed his definition of fulfillment.

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In Episode 3 Nashville country artist Madeline Carter joins Deep Ish to talk about songwriting, faith, and the long road to finding your sound. We dive into the grind behind the scenes, chasing purpose over trends, and why success is rarely overnight.

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In this episode of Deep Ish, Jake sits down with one of his closest friends, Kelly — creative, worship leader, designer, entrepreneur, and founder of the Southern-rooted brand Wayne — to talk about burnout, identity, growing up in the 90s, healing, friendship, marriage, and what it means to be yourself when life forces you to change.

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In Part 2 of my conversation with WithCo founder Josh Ellis, we dive deep into the wild, gritty, and inspiring story behind one of Nashville’s most beloved beverage brands. Josh opens up about growing up in the car-lot hustle, losing everything in the 2010 Nashville flood, rebuilding from scratch through insurance and real estate, and eventually taking the terrifying leap into entrepreneurship…again.

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In this first part of Jake's conversation with Josh Ellis — co-founder of WithCo — the two dive into childhood, identity, emotional intelligence, and intentional parenting. Josh shares what shaped him growing up in Franklin, TN, how hands-on work taught him more than classrooms ever did, and why becoming a present, emotionally aware dad has transformed his life.

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Sometimes it’s deep. Sometimes it’s just ish. In this first episode, host Jake Law gives you the inside scoop on how Deep Ish came to be. He shares the story behind GrnHaus, his journey from ministry to podcasting, and what you can expect from future episodes. No matter your beliefs, this episode is all about curiosity, growth, and a little bit of fun along the way — with the occasional overshare.

Brought to you by GrnHaus Media.