The Pit Pony Podcast - Life After Teaching

029 - Sliding Doors Stories - Part 3


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We’re thrilled to bring you another Sliding Doors Stories bonus episode! This special collection features incredible moments from our guests that truly capture the magic of life after teaching.

In this episode, we revisit the inspiring reflections of:

Rae Dillon – From classroom teacher to copywriter.

Celebrating her dream wedding in Bora Bora - something teaching would never have allowed.


Hannah Jones – Former teacher turned Head of Prison Education.

Sharing an emotional and deeply personal story about resilience, family, and how leaving teaching saved her future.


Jonny Millard – From classroom to Managing Director.

Taking control of his success, enjoying financial freedom, a dream trip, and making memories.


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If you've been affected by any of the issues raised in our podcast there are organisations who can help:

  • Education Support
  • The Samaritans
  • Mind
  • Andy's Man Club


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Thanks for listening 🙏

Edited with finesse by our Podcast Super Producer, Mike Roberts of Making Digital R...

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The Pit Pony Podcast - Life After TeachingBy Sharon Cawley and Sarah Dunwood