Eps 649: Teen Coaching with Anna Kashner

Eps 649: Teen Coaching with Anna Kashner

Author: Casey O'Roarty April 7, 2026 Duration: 55:36
If you've ever watched your teen spiral into negative thinking and felt completely helpless — or worse, realized your response made it worse — this episode is for you. I sat down with certified youth life coach Anna Kashner to talk about teen life coaching, how it's different from therapy, and what's actually happening in your teen's brain when they catastrophize. Anna is warm, practical, and deeply experienced, and she left me (and will leave you) with real tools you can use starting today. Don't miss this one. GUEST BIO Anna Kashner is a certified youth and young adult life coach and executive function coach with over two decades of experience working with teens, young adults, and their families. Founder of Bolster Coaching, Anna supports young people ages 14–26 with motivation, executive functioning, academic success, friendships, and major life transitions. Her approach is rooted in unconditional positive regard, practical skill-building, and the belief that growth happens when young people feel truly seen and supported. She works in person in the Seattle area and virtually nationwide. Learn more at bolstercoaching.net or on Instagram @bolstercoaching. For more info and show notes go to: https://www.besproutable.com/podcasts/eps-649-teen-coaching-with-anna-kashner/ Learn more about your ad choices. Visit podcastchoices.com/adchoices

Parenting adolescents often feels like navigating a landscape without a reliable map, where the old rules no longer apply and connection can feel just out of reach. Joyful Courage for Parenting Teens, hosted by Casey O'Roarty, meets you right in that uncertainty. This podcast operates from a simple, powerful belief: the challenges of raising tweens and teens, while deeply personal, are also a shared human experience. Instead of offering quick fixes, conversations here focus on the foundational work of building and repairing relationships, fostering essential life skills in our kids, and perhaps most importantly, doing the internal work required of us as parents. You’ll hear honest discussions that blend practical strategies with compassionate insight, all aimed at transforming this demanding season from a battle of wills into an opportunity for mutual growth. Tuning into this podcast feels like gaining a thoughtful, experienced friend who reminds you that courage isn't about being fearless, but about finding joy and resilience within the beautiful mess of family life. It’s a resource for anyone who wants to move beyond reaction and toward a more intentional, connected approach with the young adults in their home.
Author: Language: English Episodes: 100

Joyful Courage for Parenting Teens
Podcast Episodes
Eps 599: How to Talk to Your Teen About the New School Year [not-audio_url] [/not-audio_url]

Duration: 40:47
Back-to-school season with tweens and teens can stir up anxiety, avoidance, and tricky conversations. In this episode, I share Positive Discipline tools and mindset shifts to help you move from “manager” to “mentor” so y…
Eps 596: Being an "otrovert" with Dr. Rami Kaminski [not-audio_url] [/not-audio_url]

Duration: 1:00:05
Ever feel like your teen doesn’t quite fit into the “introvert” or “extrovert” box? In this week’s episode, I talk with psychiatrist and author Dr. Rami Kaminski, who introduces the idea of the “otrovert”—someone who thr…
Eps 595: Revisiting Meeting and creating life as it unfolds [not-audio_url] [/not-audio_url]

Duration: 43:07
This solo episode comes straight from my heart. Inspired by my morning routine, I pulled cards and reflected deeply on what it means to take full responsibility for generating the love, connection, and joy I want in my l…
Eps 593: Parenting, Growth and the Power to Choose [not-audio_url] [/not-audio_url]

Duration: 27:51
In this episode, I’m inviting you to pull up a chair and exhale with me. We’re talking about the messy beauty of midlife, the realities of parenting teens, and what it means to trade the illusion of control for the groun…
Eps 592: Daily Habits That Build Connection with Tammy J. Cohen [not-audio_url] [/not-audio_url]

Duration: 56:21
In this episode, I sit down with Tammy J. Cohen — author of A Text Message Away — to talk about the power of connection through simple, consistent gestures. Tammy shares her personal journey of learning to lead with hear…
Eps 591: Dismantle Walls and Deepen Your Bond with your Teen [not-audio_url] [/not-audio_url]

Duration: 41:39
In this episode of the Joyful Courage Podcast, I dive deep into how parents of teens can let go of control, validate their kids’ experiences, and rebuild trust—even when walls have gone up. You’ll hear tools and mindset…