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 620: Meditation as a parenting tool with Katie Krimitsos [not-audio_url] [/not-audio_url]

Duration: 52:02
As a parent coach working with families for over 20 years, I've learned that raising teenagers requires us to pause before reacting. In this episode, I sit down with meditation expert Katie Krimitsos to discuss how mindf…
Eps 619: Life Skills for Launching Teens [not-audio_url] [/not-audio_url]

Duration: 36:47
I'm diving deep into teaching life skills to teens—from driving and money management to cooking and getting their first job. If you're stressed about whether your teen is "ready" to launch, this episode is for you. I sha…
Eps 618: Loving the teen you have with Dr. Ann-Louise Lockhart [not-audio_url] [/not-audio_url]

Duration: 59:13
I sat down with pediatric psychologist Dr. Ann-Louise Lockhart to discuss her groundbreaking new book about transforming teen conflict into connection. We explored rejection sensitivity in teens with ADHD, perfectionism…
Eps 617: Revisiting Having the Courage to Let Go [not-audio_url] [/not-audio_url]

Duration: 39:00
In this replay episode, I'm getting real about having the courage to let go as our teens approach adulthood. I share my own journey parenting two very different kids. I talk about why our teens need space to develop cruc…
Eps 613: How to Be the Parent Your Teen Actually Turns To [not-audio_url] [/not-audio_url]

Duration: 44:24
In this episode of the Joyful Courage Podcast, I'm breaking down how to build real trust with your teenager—the kind where they believe you when you say "you can tell me anything." It's not about what we say, but how we…
Eps 612: Emily Redondo on Recovery & Family [not-audio_url] [/not-audio_url]

Duration: 48:07
In this episode of Joyful Courage, I sit down with Emily Redondo, a mom, author, and survivor of addiction, to talk about the messy, beautiful reality of parenting. We dive into how shame, regret, and perfectionism can h…
Eps 611: Middle School Series Part Four - Connection and Courage [not-audio_url] [/not-audio_url]

Duration: 47:08
Part four of my Middle School Mini Series is here! In this episode, I share powerful Positive Discipline tools that build connection and courage with your tween or teen. From family meetings and special time, to curiosit…