Deep Ish

Whitley Smith | This Wasn't in the Vows

On this week's episode of Deep Ish, Jake sits down with longtime family friend Whitley Smith. From getting married young and navigating two completely different upbringings to growing through hard seasons together, this episode dives into what marriage actually looks like behind the highlight reel.They talk about the impact divorce can have on your view of relationships, learning how to build your own family culture, and why the right partner can completely change the trajectory of your life. Along the way, they also get into Nashville food spots, beach obsessions, parenting, social media brain rot, growing up in the 90s, real estate, nursing, and the kind of friendship that picks right back up after years.Brought to you by GrnHaus MediaFollow Deep Ish:https://www.instagram.com/deep.ishpodcast/https://www.tiktok.com/@deep.ishpodcast?is_from_webapp=1&sender_device=pchttps://www.facebook.com/profile.php?id=61577977080176

Ben Halsey | The House Is Clean

In this week's episode of Deep Ish, Jake sits down with one of his oldest friends, Ben Halsey. We talk about everything from growing up at church camp and awkward high school years to marriage, fatherhood, communication, and what it actually takes to build a healthy family over time. Ben shares the story of dating his wife in high school, breaking up in college, finding their way back to each other, and now raising three boys together. We also get honest about the challenges of parenting, balancing work and creativity with family life, and learning how forgiveness and communication shape a marriage over the long haul. This episode feels like sitting in on a real conversation between lifelong friends about life, faith, relationships, and becoming the kind of husbands and dads we hope to be. Follow Ben: https://www.instagram.com/ben_halsey?utm_source=ig_web_button_share_sheet&igsh=ZDNlZDc0MzIxNw==Listen to Ben's music: https://open.spotify.com/artist/3f1tvc5EPsB7ZEGwqDjLrJ?si=FLkf5_okTIGEtYcGhAk7PQFollow Deep Ish: https://www.instagram.com/deep.ishpodcast/ https://www.tiktok.com/@deep.ishpodcast?is_from_webapp=1&sender_device=pc https://www.facebook.com/profile.php?id=61577977080176 Brought to you by GrnHaus Media.

Sheyna Gee | I Got Fired From Chili’s

In this week's episode of Deep Ish, Jake sits down with singer-songwriter Sheyna Gee for one of the most honest and unexpectedly hilarious conversations. We get into Sheyna’s journey from growing up in LA to moving to Nashville with no backup plan, betting everything on music, navigating heartbreak, family trauma, ADHD, toxic relationships, and what it really takes to survive as an independent artist in one of the toughest music cities in the world. This episode is equal parts funny, chaotic, and real—from getting fired from Chili’s for calling someone a bitch… to deep conversations about identity, healing, family, and staying committed to your purpose when life keeps testing you. Brought to you by GrnHaus Media Follow Sheyna: https://www.instagram.com/geeis4gangster/https://linktr.ee/geeis4gangster?utm_source=ig&utm_medium=social&utm_content=link_in_biohttps://www.tiktok.com/ ⁨@geeis4gangster⁩  [https://studio.youtube.com/channel/UCbJDx-RB82mY7aEPAoWGrSQ] Listen to Sheyna’s music: https://open.spotify.com/artist/05BcZCAQvpZCJSRqWFzSnF?si=JbTKalajTHmJTazJd1yDLQhttps://music.apple.com/us/artist/sheyna-gee/685081703 Follow Deep Ish: https://www.instagram.com/deep.ishpodcasthttps://www.tiktok.com/@deep.ishpodcast?is_from_webapp=1&sender_device=pchttps://www.facebook.com/profile.php?id=61577977080176

Aaron Dwyer | You're Not Behind

In this episode, Jake sits down with Aaron Dwyer—former police officer, golf pro, and now successful real estate leader. In this episode, we unpack a powerful shift in perspective: You don’t have one “calling” — you have a series of assignments. We dive into identity, purpose, success, and why so many people chase the wrong things for years… only to feel empty when they finally get them. This conversation covers why “finding your calling” might be holding you back, how to stop tying your identity to what you do, the real reason successful people still feel unfulfilled, parenting, resilience, and raising kids in a distracted world, and how to build a life that actually feels meaningful. Brought to you by GrnHaus Media

Mike Parker | Chasing the Dream Left Me Empty

In this episode, Jake sits down with country R&B artist Mike Parker. He opens up about leaving a small town in Virginia, taking a leap to LA, and realizing that success without purpose doesn’t hit the way you think it will. We talk about the reality of chasing music in LA, why “having everything” can still leave you unfulfilled, how American Idol changed everything, how he found his sound—and himself—in Nashville, and faith, failure, and figuring it out as you go This is one of those conversations about trusting your gut, embracing the uncomfortable, and learning that sometimes the path forward starts with starting over. Brought to you by GrnHaus Media