{"podcast":{"title":"The Midlife Chrysalis","slug":"the-midlife-chrysalis-7361713","podcast_index_feed_id":7361713,"rss_url":"https://anchor.fm/s/105945268/podcast/rss","website_url":"https://www.meawisdom.com/podcast","image_url":"https://d3t3ozftmdmh3i.cloudfront.net/staging/podcast_uploaded_nologo/43785738/43785738-1748630750525-5568715944a63.jpg","author":"Chip Conley","episode_count":137,"summary":"The Midlife Chrysalis is a one-hour podcast hosted by Chip Conley, bestselling author of Learning to Love Midlife and founder of MEA (Modern Elder Academy). Chip and his high-profile guests – including Maria Shriver, Hoda Kotb, Elizabeth Gilbert, Michael Franti, and more – dive into raw, vulnerable conversations about the profound transitions they’ve experienced in midlife. Listeners get a rare look at how even the most successful individuals have to navigate life’s pivotal changes – and gain practical wisdom they can apply in their own lives for a more fulfilling and purposeful next chapter.","last_synced_at":"2026-07-22T22:19:30.272818+00:00","page_url":"https://stenobird.com/podcast/the-midlife-chrysalis-7361713"},"episode":{"title":"Feeling Stuck at 50: How to Find Your Magic and Start Again | Matt Ross","slug":"feeling-stuck-at-50-how-to-find-your-magic-and-start-again-matt-ross","published_at":"2026-05-11T10:00:00+00:00","page_url":"https://stenobird.com/podcast/the-midlife-chrysalis-7361713/feeling-stuck-at-50-how-to-find-your-magic-and-start-again-matt-ross","show_page_url":"https://stenobird.com/podcast/the-midlife-chrysalis-7361713","url":"https://podcasters.spotify.com/pod/show/themidlifechrysalis/episodes/Feeling-Stuck-at-50-How-to-Find-Your-Magic-and-Start-Again--Matt-Ross-e3j68du","audio_url":"https://anchor.fm/s/105945268/podcast/play/119791486/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2026-4-11%2F423887143-44100-2-6eaf2cb42a7ec.mp3","summary":"The moment everything starts falling apart might be the moment your life finally comes together. In this episode, Chip Conley sits down with entrepreneur and author of Grow or Fold , Matt Ross , to explore a powerful story of midlife reinvention. From a high-pressure career in radio to building purpose-driven businesses, Matt shares how personal crisis, burnout, and uncertainty became the catalyst for real change. Here’s what you’ll take away: Why feeling “stuck” at 50 is often the start of something better The simple mindset shift that turns breakdown into breakthrough How to treat your life like a business—and actually redesign it What it really means to “find your magic” (and how to do it) Why growth, not comfort, is the key to a fulfilling second half of life If you’re at a crossroads, questioning what’s next, or just know there’s more out there for you—this conversation will hit home. Watch now and take the first step toward your next chapter. Timestamps: (00:00) Intro (05:00) Breaking into CBS and early career growth (08:24) Turning around a failing radio station (11:16) Music strategy and audience targeting (13:57) Leaving radio and industry decline (15:35) Joining School of Rock as CEO (18:15) Launching One River School at 50 (22:18) Writing Grow or Fold and personal crisis (26:06) Treating life like a business (29:52) Personal struggles and rebuilding (30:15) Vision planning and long-term goals (33:15) Lessons from age 50 to 65 (37:42) Grow vs fold mindset (41:46) Midlife purpose and transformation (45:54) Entrepreneurship and self-awareness (47:54) Final life lesson and philosophy Learn more about MEA at ⁠https://www.meawisdom.com/ #MidlifeCrisis #LifeAfter50 #PersonalGrowth #ReinventYourself #FindYourPurpose #SelfAwareness #MidlifeTransformation #CareerChang…","meta_description":"The moment everything starts falling apart might be the moment your life finally comes together. In this episode, Chip Conley sits down with entrepreneur…","key_points":[],"chapters":[],"topics":[],"duration_seconds":3220,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/the-midlife-chrysalis-7361713/episodes/feeling-stuck-at-50-how-to-find-your-magic-and-start-again-matt-ross/transcription-requests","description":"Idempotently request low-priority transcript generation for this episode."},{"name":"read_markdown","method":"GET","url":"https://stenobird.com/podcast/the-midlife-chrysalis-7361713/feeling-stuck-at-50-how-to-find-your-magic-and-start-again-matt-ross.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}