Chill Country Report

CCR 6 - In Claude We Trust

Madison Wickham, Chris Sica — Mon, 06 Jul 2026 03:00:00 -0500

We rescheduled this episode four times. Then, once we finally recorded it, it sat unedited for two months. Same reason in both cases. We’ve been glued to Claude and we’ve been using it to build operational efficiencies across every aspect of our business. I thought AI was overhyped until I dove down the Claude Code rabbit hole. Now I'm convinced that this tech is going to fundamentally change everything and things are going to get very very weird.

Loose Jenga Blocks | CCR EP 5

Madison Wickham, Chris Sica, Justin Dumbeck — Mon, 20 Apr 2026 04:33:36 -0500

Happy Monday, y'all! Welcome back to episode 5 of The Chill Country Report.

This episodes starts off slow but leads to some good convos about our views on AI, brand strategy, navigating life like a game of Jenga, and Chris's upcoming trip back home to the Virgin Islands to heal childhood trauma.

Instead of forcing a new recording every Monday, we are only going to record new episodes when we actually have something worthwhile to report. Might be multiple episodes in one week or no episodes. Our goal is to make sure we actually have good stuff to talk about.

If you enjoy this episode, throw us a like and subscribe to the channel. Follow us on Instagram and TikTok, @chillcountryreport on both.

Checkout our Texas music series ⁨@chillcountrysessions⁩ to discover new original music from the best of the Texas music scene. You can follow Chill Country Sessions on Instagram and TikTok as well @chillcountrysessions.

Support the show and learn more about the delicious organic T😮‍💨H gummies that we make by hand, right here in the Texas Hill Country at https://chillcountry.com

Not Legal Advice | CCR EP 4

Madison Wickham, Chris Sica, Justin Dumbeck — Mon, 13 Apr 2026 05:50:35 -0500

Welcome back to episode 4 of The Chill Country Report.

Justin reveals his second favorite actor of all-time.

Chris did a deep dive on the two lawsuits filed on behalf of the Texas Hemp industry. NOT LEGAL ADVICE, but he believes the new hemp laws created by DSHS are going to get overturned. He also wrote a breakdown on our blog, read it here.

I posted some social media content over the weekend that didn't perform well and it's triggering unresolved childhood trauma. I'm looking forward to working through it during an upcoming Ayahuasca retreat at the end of May.

Our 420 promo on chillcountry.com is live. Buy any bag or case and get a second bag or case FREE with code "420" – ends 4/21 at midnight cst.

Have a chill day,

Madison

420 Is Gratefully Dead | CCR EP 3

Madison Wickham, Chris Sica, Justin Dumbeck — Sun, 05 Apr 2026 21:43:06 -0500

Welcome back to episode 3 of The Chill Country Report.

Justin was dragged to The Last Dinner Party and it ended up being one of the best live shows he's ever seen. He also did some research on the origins of the stoner holiday 420 and gave us a recap (read his blog post about it).

Chris got a bracelet and did more yard work while listening to Big Booty Mix.

I went to the Goodwill bins and listened to the new Kanye album (sadly, it's awful).

We are running a 420 sale on chillcountry.com, but we DO NOT support 420 and think it's super lame. But use code 420 at checkout. Sale ends 4/21/26.

Have a chill day,
Madison

Too Many Darts | CCR EP 2

Madison Wickham, Chris Sica, Justin Dumbeck — Mon, 30 Mar 2026 06:42:03 -0500

Happy Monday y'all!

We're back for episode 2 of The Chill Country Report.

Justin's AC at his house is broken, but instead of getting mad about it he's practicing gratitude.

Chris got shot up with too many anxiety darts last week, so on Friday he decided to close his laptop and do yard work all day instead.

I battled my inner critic while editing the first episode of this podcast. He's super judgmental and thinks this show sucks. I honestly think it's pretty fun, so we'll have to agree to disagree.

We're recording new episodes every Monday morning. If you enjoy the show, throw us a like and subscribe to our YouTube channel. If you prefer listening to your podcasts on Spotify or Apple Podcasts, you can find us there too.

Support the show by purchasing our delicious, organic, full-spectrum gummies (21+) and our Texas-inspired, hand-drawn hats and tees (all ages!).

Have a chill day,

Madison

Fasting, Kambo, And Suffering In Solidarity | CCR EP 1

Madison Wickham, Chris Sica, Justin Dumbeck — Tue, 17 Mar 2026 18:09:48 -0500

Y'all Need Therapy is now The Chill Country Report! With this rebrand we're coving a broader range of topics, adding Justin (our Creative Director) to the show, and diving deeper behind-the-scenes at Chill Country HQ.On episode one, we discuss Justin's 60-hour fast, Chris and Madison's participation in an Indigenous Peruvian Kambo ceremony, new DSHS hemp regulations, and what we're working on this week out here in Chill Country.

Bryan Schneider - The Grandfather Spirit | Y'all Need Therapy Ep. 14

Madison Wickham, Chris Sica, Justin Dumbeck — Fri, 19 Sep 2025 15:49:59 -0500

Retired Army Ranger, Bryan Schneider, talks about his success using psychedelic assisted therapy–including ibogaine, ketamine, psilocybin, and MDMA–to overcome his complex PTSD.

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No One Will Save You | Y'all Need Therapy Ep. 13

Madison Wickham, Chris Sica, Justin Dumbeck — Wed, 03 Sep 2025 09:38:30 -0500

On the latest episode of Y'all Need Therapy, Chris realizes that his life-long depression and anxiety might actually be a perspective issue. Madison talks about his decision to quit using cannabis.

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Conner Stephens - Over The Edge | Y'all Need Therapy Ep. 12

Madison Wickham, Chris Sica, Justin Dumbeck — Tue, 26 Aug 2025 10:35:00 -0500

Austin-based musician Conner Stephens joins us to talk about his struggles with substance abuse and his journey to sobriety.

This is a heavy episode and contains potentially triggering topics.

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Existential Threats | Y'all Need Therapy Ep. 11

Madison Wickham, Chris Sica, Justin Dumbeck — Tue, 29 Jul 2025 09:39:39 -0500

We discuss the devastating floods that occurred across the Texas Hill Country over 4th of July weekend, what we're doing to help, and how you can help too.

Chris attended his first legislative hearing at the capitol for SB5–Dan Patrick's new "THC Ban" bill. SB5 is essentially SB3 repackaged for the special session.

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Door To Door Sales | Y'all Need Therapy Ep. 10

Madison Wickham, Chris Sica, Justin Dumbeck — Fri, 18 Jul 2025 08:51:42 -0500

Chris and Madison drive around Austin and prospect new potential retailers for their cannabis edibles.Chris talks more about the positive changes he's noticed since doing mushrooms for the first time in a therapeutic setting.Madison talks about his changing relationship with cannabis and his recent experience with "micro-dosing."

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Chris Does Mushrooms | Y'all Need Therapy Ep. 9

Madison Wickham, Chris Sica, Justin Dumbeck — Mon, 30 Jun 2025 11:32:42 -0500

Chris recaps his first ever psilocybin mushroom experience.

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Ross Bolen - Panic Attacks | Y'all Need Therapy Ep. 8

Madison Wickham, Chris Sica, Justin Dumbeck — Fri, 20 Jun 2025 08:26:22 -0500

Ross Bolen is a New York Times best selling author, founder of Bolen Media, host of The Ross Bolen Podcast, and long time mental health advocate.

Ross and Madison worked together for nearly a decade at Madison's first company–Grandex Media (Total Frat Move & Rowdy Gentleman). They recently reconnected and recorded an episode of The Ross Bolen Podcast where they discussed the rise and fall of Grandex and Total Frat Move.

Now, Ross joins Chris and Madison on YNT for a more personal conversation. Ross opens up about his long time struggles with mental health and how he's overcome a debilitating panic attack disorder through psychotherapy and other therapeutic strategies.

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Ana Rodriguez - Psychedelic Assisted Therapy | Y'all Need Therapy Ep. 7

Madison Wickham, Chris Sica, Justin Dumbeck — Fri, 13 Jun 2025 10:06:03 -0500

Ana Rodriguez is a therapist, writer, international speaker, and healer who seamlessly bridges the worlds of high performance and deep healing—helping individuals move beyond intellectual understanding into embodied transformation. Born in Colombia and raised between South America and the U.S., she carries the richness of two cultures, each offering unique perspectives on connection, resilience, and self-discovery. Moving between these worlds taught her to navigate complexity with discernment, embrace multiple truths, and meet people at different levels of their human experience. This deep understanding allows her to hold space for those balancing leadership and vulnerability, ambition and authenticity, responsibility and personal liberation.

Her approach is deeply intuitive yet evidence-based, balancing structure with soul, science with metaphysics, and strategy with presence. Ana’s work goes beyond traditional talk therapy, guiding clients into their bodies, nervous systems, and emotional landscapes to release long-held patterns of perfectionism, avoidance, self-sabotage, and disconnection. She understands both the pressures of leadership and visibility as well as the deep wounds of oppression and intergenerational trauma. In her care, both the high achiever and the wounded inner child are met with radical compassion, allowing clients to finally break free from cycles of emotional isolation.

In a world where most people live from their heads—overanalyzing, overworking, and staying disconnected from their deeper truth—Ana’s work is about integration. She helps clients shift from intellectualizing their struggles to fully embodying their healing, reconnecting with their intuition, emotions, and the wisdom of the body. Whether supporting someone through a career transition, creative burnout, relational complexity, or a profound personal awakening, she creates a space where transformation is not just a concept, but a lived experience.

At the core of Ana’s work is a belief in expansion—emotionally, relationally, and spiritually. Whether you’re seeking to release the weight of responsibility, tap into your deepest relational needs, or fully embody who you were meant to be, she offers the tools, insight, and presence to help you live fully—not just in your mind, but in your body, your relationships, and your purpose.

Selva Wellness Collective is a lived dream—a space Ana founded to embody the kind of healing she believes in: holistic, inclusive, and deeply transformative. More than just a practice, it is a representation of what’s possible when mind, body, and spirit are integrated, multiple healing traditions are honored, and individuals are given the space to return to themselves fully and freely.

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Ignore The Noise | Y'all Need Therapy Ep. 6

Madison Wickham, Chris Sica, Justin Dumbeck — Sat, 07 Jun 2025 08:13:50 -0500

Chris breaks down polling data that shows Texans overwhelmingly support legal cannabis. Madison and Chris talk about how they are managing their mental states during the looming "THC Ban" bill legislation (SB3) that threatens their hemp business (chillcountry.com).

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Surrender | Y'all Need Therapy Ep. 5

Madison Wickham, Chris Sica, Justin Dumbeck — Wed, 21 May 2025 05:09:19 -0500

We recorded another episode in the car. The camera overheated so we lost the video about 10 minutes in, but we recovered the full audio.

We discuss Chris's upcoming psilocybin therapy session, Madison's parenting strategy as it relates to technology, God vs. Materialism, surrendering, and our new plans to become better communicators through writing.

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Gratitude | Y'all Need Therapy Ep. 4

Madison Wickham, Chris Sica, Justin Dumbeck — Wed, 07 May 2025 06:42:57 -0500

Madison comes to terms with the fact that perfection isn't possible. Chris has a plan to create a sense of community in his central Austin neighborhood.

Madison and Chris also discuss the power of gratitude, the importance of community, reincarnation and what happens when you die, branding, the efficacy of psychedelic assisted therapy, and the goal of this podcast.

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Entrepreneurs In Cars Talking Therapy | Y'all Need Therapy Ep. 3

Madison Wickham, Chris Sica, Justin Dumbeck — Tue, 04 Mar 2025 11:15:22 -0600

A lot of our conversations happen in the car, so we decided to kill two birds with this episode. Chris updates us on his latest ketamine assisted psychotherapy session where he gained insights into his desire to control everything. Madison finally understands what it means to be "in touch with your feelings."

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