In this special episode of Compassion in a T-Shirt, I sit down with Chris Winson, the heart and soul behind the beloved #365DaysOfCompassion initiative.

For over eight years, Chris has cultivated a digital refuge for those drawn to compassion-focused ideas—sharing daily posts, uplifting articles, music, memes, and his beautifully curated monthly reflections. What began as a hashtag on Twitter blossomed into a secure base and gathering place for compassionistas around the world.

As Chris steps back from regular posting, this conversation is both a celebration and a heartfelt thank you. We talk about the origins of #365DaysOfCompassion, the personal journey that inspired it, and the highs and lows of sustaining compassionate community online. Chris also opens up about his lived experience with depression, his journey with therapy, and the importance of making Compassion Focused Therapy (CFT) more accessible.

From book clubs to Chisi Awards, from Terry Pratchett to the evolution of digital compassion spaces—this is a rich and moving conversation with someone who has given so much to so many.

TIMESTAMPS:

00:00 Introduction to Chris Winson and #365DaysOfCompassion

02:30 Chris’s Personal Journey with Depression

06:11 The Birth of #365DaysOfCompassion

14:58 Creating a Safe Haven on Social Media

22:35 The Evolution of the Compassion Community

30:36 The Book Club and Other Initiatives

35:09 Expanding Content to YouTube

35:35 Challenges and Insights of Regular Content Creation

36:08 Exploring CFT and Its Accessibility

38:18 The Evolution of CFT Resources

40:23 The Chisi Awards: A Playful Tradition

44:14 Terry Pratchett's Influence and Personal Insights

51:28 Balancing Leadership and Personal Well-being

57:00 Reflecting on the Journey and the Future of the Hashtag

01:04:35 Concluding Thoughts and Gratitude

LINKS:

Chris Winson on Substack

https://substack.com/@compassionatenature

#365daysofcompassion on Facebook

https://www.facebook.com/groups/385641661879755

Say hi on social:

Facebook: https://www.facebook.com/drstansteindl

Twitter/X: https://twitter.com/StanSteindl

Instagram: https://www.instagram.com/dr_stan_steindl/

LinkedIn: https://www.linkedin.com/in/stan-steindl-150a5264/

Website: https://www.stansteindl.com/

YouTube Video URL: https://youtu.be/1y_0Ng4-LbY

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Video hashtags:

compassion, selfcompassion, cft, mentalhealth, community, kindness