The Pit Pony Podcast - Life After Teaching

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By: Sharon Cawley and Sarah Dunwood

Sharon Cawley and Sarah Dunwood talk to former teachers about exiting from the classroom and thriving.Don't forget to leave us a VOICEMAIL, quickly and easily at https://www.speakpipe.com/pitponypodcastSupport the podcast by buying us a coffee here:https://buymeacoffee.com/thepitponyclub

078 - Sarah Grocutt - Classroom to Freelance Email Marketing Strategist
#78
Today at 7:00 AM

After twelve years teaching in specialist and alternative education, Sarah Grocutt reached breaking point. What began as a career full of creativity, compassion, and purpose turned into exhaustion, fear, and guilt as she tried to balance motherhood with an unforgiving system.

In this candid conversation, Sarah opens up about her powerful decision to walk away from the classroom after an unsafe and unsustainable experience in a new provision. She shares what it took to rebuild her identity, rediscover confidence, and create a new life as an email strategist and copywriter.

Sharon Cawley and Sarah Dunwood...


077 - Lisa Mead - Classroom to Online Tutor
#77
10/21/2025

After twenty years in primary education, Lisa Mead found herself completely burnt out. The workload, the pressure, the impossible expectations - it all came to a head one morning when she simply couldn’t face going back into the classroom.

In this powerful and relatable episode, Lisa opens up about:

 • Balancing motherhood with teaching and the guilt that comes with both
 • The culture of overwork and silent expectation in schools
 • The grief and shock of losing a colleague to suicide
 • The breaking point that led her to send that one life-changing...


076 - Paula Smith - Classroom to Transformational Coach and Trainer
#76
10/14/2025

After three decades in education, rising to the ranks of headteacher and executive head, Paula Smith found herself at breaking point. In this deeply moving and powerful conversation, Paula opens up about her career, the moment that changed everything on the M25, and how she rebuilt her life from burnout to transformation.

Now a Transformational Coach and Trainer, Paula shares how she turned pain into purpose, discovered the importance of choosing herself, and now helps others break free from fear, shame, and self-limiting beliefs.

This episode is a story of courage...


075 - Liz Bell - Classroom to Education Recruitment Consultant
#75
10/07/2025

In this emotional and uplifting episode, we meet Liz Bell, who spent 18 years in primary education, rising to deputy head and curriculum lead. Known for her energy, collaboration, and love of working with children who others had given up on, Liz poured herself into teaching - but the system broke her.

After moving to Lincolnshire for a fresh start, Liz quickly found herself undermined, exhausted, and battling imposter syndrome. Within weeks she spiralled into illness and breakdown, forced to confront the reality that even her passion and commitment could not protect her from a toxic...


074 - Clare Gregg - Classroom to Entrepreneur and Advocate
#74
09/30/2025

In this powerful episode, we sit down with Clare Gregg, whose journey into teaching was anything but ordinary.

Statistically, Clare should never have made it into the classroom. As a child, she was a school refuser, on the child protection register, and at 18 found herself homeless and pregnant. Yet against all odds, she fought her way into education, inspired by the teachers who believed in her.

Clare went on to teach Religious Education, working in challenging schools, comprehensives, and even a pupil referral unit. Along the way, she navigated personal health struggles, raising...


073 - Nick Smart - Breaking the Silence on Settlement Agreements in Education
#73
09/23/2025

Nick Smart: Silenced by Support and the Fight for Change

Welcome to Season 2 of The Pit Pony Podcast. We begin with an episode that steps beyond individual exit stories and into the heart of a growing campaign.

Our guest is Nick Smart, a primary teacher who entered the profession at 42 and is now, at 58, exiting the classroom. But Nick’s story is not just about his own departure - it’s about shining a light on the thousands of teachers who have been forced out under the guise of “support plans.”

In...


072 - Pit Pony Revisited: The Summer Series - Amy Meade
#72
09/16/2025

In our FINAL Summer Re-Issue episode, we revisit the story of Amy Meade, who spent 14 years in education, moving from secondary English to primary leadership and eventually deputy and acting headship.

Amy loved teaching and wasn’t working in a toxic school, but even after a successful Ofsted she realised the treadmill never stopped. Delaying medical treatment, putting family second, and even looking forward to surgery just to rest, Amy reached her epiphany moment: school could not come before her health and her loved ones.

She resigned with nothing to go to, pushed th...


071 - Pit Pony Revisited: The Summer Series - Gareth Isaac
#71
09/09/2025

In this deeply reflective reissue, we revisit the story of Gareth Isaac, who entered teaching through the Teach First route in 2014. Within just a few years he was experiencing disassociation, exhaustion and a sense of living outside his own body.

Gareth opens up about how perfectionism and people-pleasing pushed him to burnout, the eerie experience of teaching on autopilot, and the moment he confided in a colleague who urged him to see a doctor. Signed off for stress, anxiety and depression, Gareth’s time in the classroom ended far sooner than he ever expected.

...


070 - Pit Pony Revisited: The Summer Series - Katie Stone
#70
09/02/2025

In this powerful reissue from our archive, we revisit the story of Katie Stone, a teacher who resisted the profession for years before finally entering via the TA route and discovering a love for the classroom.

From her PGCE at Manchester Met to seven years in teaching, Katie describes how the joy of working with children was eroded by pressure, exhaustion and an informal “support plan” that left her anxious, confused and eventually signed off with work-related stress. Pregnant at the time and coping with grief after losing a child, the relentless scrutiny pushed her into...


069 - Pit Pony Revisited: The Summer Series - Paul Lennon
#69
08/26/2025

In this powerful Summer Re-Issue, we revisit the story of Paul Lennon, a teacher whose career spanned 28 years and took him across the globe. From Japan, Italy, Malawi, Moscow and Senegal to his final role in Warsaw, Paul built a life around travel, education and family.

But after decades of success and fulfilment, his last school brought him face to face with one of the most toxic leadership cultures we have ever heard described on the podcast. Shouted at in meetings, undermined at every turn and caught in a destructive clash of egos, Paul’s co...


068 - Pit Pony Revisited: The Summer Series - Sarah Cowen
#68
08/19/2025

In this powerful reissue from our archive, we revisit the story of Sarah Cowen, a teacher whose journey through education reveals the toll of relentless pressure, systemic failures and the struggle to protect her own wellbeing.

Sarah speaks openly about her early passion for teaching, the moments of joy with her students, and the devastating impact of burnout and anxiety. She describes the reality of trying to hold everything together while her mental health unraveled, and the difficult choice to step away from a profession she once loved.

Now carving out a life...


067 - Pit Pony Revisited: The Summer Series - Grant Decker
#67
08/12/2025

In this powerful reissue from our archive, we revisit the story of Grant Decker, an educator whose career took him from the classroom to unexpected new horizons.

Grant speaks candidly about his early years in teaching, the highs of inspiring students, and the increasing pressures that began to chip away at his health and sense of purpose. He shares the moments that forced him to pause, reassess, and ultimately step away from the profession he had once imagined would be his life’s work.

From navigating burnout to rediscovering his own identity outside of...


066 - Pit Pony Revisited: The Summer Series - Hannah Jones
#66
08/05/2025

In this powerful reissue from our archive, we revisit the story of Hannah Jones, a history teacher who walked away from education after enduring one of the most dehumanising experiences we have ever heard.

From her early passion for teaching to a brutal relocation that left her physically unwell, mentally exhausted and teaching in a condemned classroom, Hannah’s story is one of survival, clarity and courage.

She shares what it was like to raise a disabled child in a system with no empathy, how her mental health deteriorated and the moment she walked out ne...


065 - Pit Pony Revisited: The Summer Series - James Terry
#65
07/29/2025

As part of our Summer 2025 Rewind Series, we are revisiting one of the most heartfelt and compelling conversations we have ever shared.

In this reissue, we are joined by James Terry, a former RE teacher who knew from a young age that teaching was his calling. After six joyful years in the classroom, James took a promotion and relocated to a new school. Within four terms, everything changed.

He describes the slow unravelling that followed. A creeping sense of disconnection. Burnout. Anxiety. Physical symptoms that went unacknowledged. Eventually, the painful decision...


064 - Pit Pony Kat Philippou-Curtis Part 2 - With Special Guest Cathy Tyson
#64
07/22/2025

Kat’s Story, Part 2: Swallow - A Film That Could Change Everything

In this gripping second half of our conversation with Kat Philippou-Curtis, we’re joined by the legendary Cathy Tyson, who brings Kat’s story to life in the upcoming film Swallow.

Together, we explore how a teacher who refused to be gagged transformed personal trauma into a powerful work of art. We talk about non-disclosure agreements, toxic leadership, cultural discrimination, and the quiet scandal of teachers forced out and silenced. Cathy shares her experience stepping into the role, and how the story...


063 - Pit Pony Kat Philippou-Curtis - Classroom To Film Maker Part 1
#63
07/15/2025

In this gripping and harrowing episode, we sit down with Kat Philippou-Curtis, a drama specialist, film writer and filmmaker, as she shares the shocking truth behind her exit from further education.

Kat was a passionate and dedicated lecturer, loved by many of her students and deeply committed to unlocking creativity through the arts. But what started as a dream job quickly unravelled into a nightmare of bullying, systemic malpractice, safeguarding failures and false allegations.

Kat speaks candidly about being ostracised, manipulated and ultimately suspended - following an act of basic human compassion. She was later...


062 - Pit Pony Jay Dehaan - Classroom to Curriculum Innovation Manager - Part 2
#62
07/08/2025

In Part 2 of Jay Dehaan’s story, we hear what happened after he made it into the classroom.

Jay shares the emotional toll of leadership, the grief of losing a loved one, and the quiet realisation that the system he fought to be part of no longer fit the life he wanted. From pushing for curriculum change to missing out on time with his own children, Jay found himself questioning everything.

We talk about the rigid structures of education, the barriers to meaningful change, and how discovering the Life After Teaching group helped him take th...


061 - Pit Pony Jay Dehaan - Classroom to Curriculum Innovation Manager - Part 1
#61
07/01/2025

Jay Dehaan didn’t grow up wanting to be a teacher. In fact, he hated school. He left education with no qualifications, spent five years in a wheelchair as a child due to Perthes disease, and was told by Citizens Advice that his family would be better off if he signed on.

But somehow, against the odds, Jay found his way into the classroom.

In this episode, Jay shares his early life with brutal honesty. We talk about growing up in chaos, being excluded by the very system he would later work in, and the li...


060 - Gareth Dale - Classroom to Childrens Author / Private Tutor Part 2
#60
06/24/2025

In Part 2 of this powerful conversation, Gareth Dale continues his story - from barely holding it together in the classroom to discovering his voice as a children’s author and private tutor.

We talk about what happens after the funeral, the long shadow of trauma, and how Mr Dale - the teacher persona - became both a mask and a means of survival. Gareth shares how he began to write feverishly at night, eventually turning his grief into a series of children’s books that now connect with pupils across the UK.

We explore identity loss...


059 - Gareth Dale - Classroom to Childrens Author / Private Tutor Part 1
#59
06/17/2025

In this deeply personal episode, we sit down with Gareth Dale - a teacher from 2005 to 2023 - to explore a story of love, loss, and the emotional toll of showing up in school when life is falling apart behind the scenes.

Gareth takes us through his early teaching journey, the formative years in tough inner-city schools, and the moment his life changed forever with the birth - and tragic loss - of his newborn daughter, Clara.

He opens up about the trauma, the masking, the shock that followed, and the moment writing a school Christmas...


058 - Pit Pony Giselle Wild - Classroom to Safeguarding Young Lives
#58
06/10/2025

After 17 years in the classroom, Giselle Wild left teaching at Christmas 2024. In this episode, she reflects on a career built on creativity, care and connection - and the unraveling that began after the traumatic birth of her son.

From art rooms to leadership roles, Giselle gave everything to her students. But delayed PTSD, sleepless years, and a system that demanded more than she could give eventually led to a complete breakdown.

Now working for the Breck Foundation, Giselle supports young people to stay safe online - bringing her deep empathy and experience into a new...


057 - Pit Pony Emma Harper - Classroom to CEO / Marketing Mentor - Part 2
#57
06/03/2025

Emma Harper Part 2: Finding Freedom After the Fall

In the second half of Emma Harper’s story, we follow her journey out of the classroom for good. After a final crisis point left her broken and exhausted, Emma made the decision to leave teaching in December 2023. What followed was not just survival, but transformation.

Emma shares how tutoring became a vital part of her healing, how she built Core Plus Tuition, and why creating a safe space for both students and tutors has become her mission. We also explore how her business grew, le...


056 - Pit Pony Emma Harper - Classroom to CEO / Marketing Mentor - Part 1
#56
06/03/2025

Emma Harper Part 1: From Promise to Breaking Point

Emma Harper was a dedicated secondary maths teacher from 2011 to 2023. In this episode, she shares the first half of her powerful story, covering three very different schools, early career promise, and a series of personal and professional challenges that pushed her to the edge.

We talk about international teaching experiences, burnout, student behaviour, toxic leadership, and the silent, slow build-up of trauma. Emma opens up about multiple breakdowns, the culture shifts that blindsided her, and how teaching ultimately became the background to deep emotional pain...


055 - Pit Pony Jeanette Thompson-Wessen - Classroom to ADHD Nutritionist - Part 2
#55
05/27/2025

In Part 2 of our conversation with Jeannette Thompson-Wessen, the story turns even darker.

 After being shouted at while pregnant, ignored during risk assessments, and breaking down in front of students, Jeannette was left utterly broken. She describes a period of severe depression, suicidal thoughts, and the moment a school chose to send a parental complaint - on the very day she’d shared her mental health crisis.

But this episode is also about survival and the long road to recovery. Jeannette opens up about rebuilding her life, her family’s support, and the power of leavi...


054 - Pit Pony Jeanette Thompson-Wessen - Classroom to ADHD Nutritionist - Part 1
#54
05/27/2025

In this powerful first part of our conversation with Jeannette Thompson-Wessen, we hear how a passionate, dedicated food technology teacher went from being earmarked for leadership to being bullied, ignored and broken. After returning from maternity leave, the praise disappeared, the support vanished, and the treatment became so toxic it pushed her to the brink.

Jeannette shares her early love of teaching, her impact on students in a deprived area, and how it all began to unravel – from sudden hostility to being shouted at while heavily pregnant. This episode is a raw and unfiltered look at what ha...


053 - Pit Pony David Myers - Classroom to Student Support Officer at Durham University - Part 2
#53
05/20/2025

In Part 2 of our conversation with David Myers, we pick up at the point he finally walks away from teaching - and follow what happens next.

From exploring tutoring, supply work and student support roles, to landing a new job at Durham University (in the castle, no less), David reflects on rebuilding his confidence, recovering from burnout, and rediscovering joy in his work. He shares what true leadership and professionalism really look like, and how one compassionate team changed everything.

We also get that Sliding Doors moment – a beautiful story involving a formal di...


052 - Pit Pony David Myers - Classroom to Student Support Officer at Durham University - Part 1
#52
05/20/2025

Former maths teacher David Myers joins us for a gripping two-part conversation about his journey in and out of the classroom - and everything in between.

In this first episode, we follow David from the early days of creative teaching and academic passion, through a toxic shift in school culture, the loss of professional autonomy, and the impact of long COVID on his well-being. From being told that “90% of teaching is marking” to experiencing mandated scripts, meaningless targets, and metacognition gone mad, David opens up about the moments that pushed him out of the profession he once love...


051 - Sliding Doors Stories - Part 8
#51
05/16/2025

In todays bonus episode of The Pit Pony Podcast, we bring you another trio of powerful Sliding Doors moments – those life-defining experiences shared by our guests since leaving the classroom.

🎙️ Rachael Daniel reflects on an event, that reminded her not all schools are toxic, and some can still feel like home.

🎙️ Kitty White shares how the simple act of walking through the woods in the morning – free from a timetable – helped her reconnect with nature, memory, and peace after personal loss.

🎙️ Rob Newland describes the sheer joy of walking his excita...


050 - What do I do if I think I'm being bullied
#50
05/13/2025

In this vital episode of The Pit Pony Podcast, Sharon and Sarah discuss one of the most common - and distressing - questions that surfaces in the Life After Teaching community: What do I do if I think I’m being bullied?

Drawing on hundreds of real teacher experiences, they unpack the early warning signs, the subtle shifts in communication and behaviour, and the emotional toll that workplace bullying can take. You’ll learn:

How to spot the red flags (even the ‘low-level’ ones)The difference between a bad day and a toxic patternWhy you must trust yo...


049 - Sliding Doors Stories - Part 7
#49
05/09/2025

In this special Sliding Doors bonus episode, we bring you three more powerful and deeply personal reflections from teachers who’ve exited the classroom and discovered unexpected joy, freedom, and purpose on the other side.

🎙 Hollie Jones shares the life-saving impact of leaving teaching - how being able to drop everything for her son’s emergency surgery reminded her what true flexibility looks like.


 🎙 Paul Lennon reflects on how time - the real kind, not just school holidays - allowed him to reconnect with old friends, including a deeply emotional day kayakin...


048 - Know Your Rights
#48
05/06/2025

This week’s Pit Pony Podcast is a bit different - it’s just Sharon and Sarah, no guest, but lots of honesty, insight and real talk.

We’re kicking off a three-part mini-series by tackling one of the biggest foundations of protecting yourself at work: knowing your rights.

From understanding the Burgundy Book and STPCD (NB Sarah had a little moment and forgot that the ‘S’ stands for ‘School’!), to decoding part-time contracts, directed hours, capability procedures, and those "informal support plans" (spoiler: they're not really a thing) - we’re arming you with the knowledge yo...


047 - Sliding Doors Stories - Part 6
#47
05/02/2025

In this sixth edition of our beloved Sliding Doors Stories, we bring you three powerful moments from guests who, after leaving the classroom, found clarity, connection and joy in unexpected places.

✨ Katie Stone shares how her relationship with her daughter transformed – and how a trip to New Zealand gave her children a once-in-a-lifetime experience (and a new dream for Archie!).

 💖 Sarah Cowan reflects on how one spontaneous weekend with her niece became a treasured memory – something she never could have said yes to while teaching.

🌱 Ruth O’Neill shows us how the relationships she’s now able...


046 - Sliding Doors - Sharon’s Story
#46
04/29/2025

In this special episode of The Pit Pony Podcast, we’re turning the spotlight inward. For the first time, co-host Sharon Cawley shares her own powerful and deeply personal sliding doors story.

More than just about leaving teaching, it’s about the moment Sharon reclaimed control of her life and showed what’s possible when we choose presence over pressure. Sharon reflects on how life outside of the classroom gave her the time, space and freedom to show up when it mattered most.

Today, Sharon and Sarah explore the power of gratitude, glimmers, and choosing to liv...


045 - Pit Pony Ilana King - Classroom to Educational Consultant
#45
04/22/2025

In this episode, we’re joined by the unstoppable Ilana King - educational consultant, entrance exam specialist, home educator, and all-round powerhouse.

Ilana’s journey is far from typical. After just two years in the classroom, she knew it wasn’t the right fit - and rather than settle, she built something new. Literally. She created her own nursery from the ground up (on land she negotiated with a secondary school), ran it successfully, then sold it and pivoted again. She home educated her three children for 20 years and now sits at the heart of the tuition commun...


044 - Pit Pony Pete Scholes - Classroom to Driving Instructor & Author
#44
04/15/2025

This week, we’re joined by the brilliant and unassuming Peter Scholes – a man who gave 21 years to the classroom before stepping away when shifting leadership turned a once-thriving school culture into something unrecognisable.

In this heartfelt episode, Pete shares how the sudden departure of a beloved headteacher triggered a school-wide unraveling, leading to mass staff turnover, a loss of trust, and ultimately, his own departure. Now a successful driving instructor and published author, Pete talks openly about depression, rediscovering confidence, and the transferable skills that still shape his life today.

✨ It’s a powerful reminder...


043 - Pit Pony Rob Newlands - Classroom to Financial Planner - Part 2
#43
04/08/2025

In Part 2 of this powerful conversation, Rob Newlands takes us through the devastating fallout of his time in headship - and the turning point that changed everything.

After months of isolation, impossible expectations, and systemic failure, Rob faced a brutal mocksted that delivered the final blow. What followed was a silent breakdown behind closed doors, a desperate call to his GP, and the realisation that he had to leave the profession to survive.

Rob shares the raw truth about what it feels like to hit rock bottom - the shame, the self-doubt, and the guilt...


042 - Pit Pony Rob Newlands - Classroom to Financial Planner - Part 1
#42
04/08/2025

In the first of this two-part special, we meet Rob Newlands, a former headteacher who climbed the leadership ladder quickly - only to face a stark and painful reality at the top.

At just 30 years old, Rob stepped into a headship in Cornwall, full of energy, purpose, and a belief that he could make a difference. But what awaited him was far from the job he signed up for. From day one, Rob was met with missing policies, no induction, and the expectation to lead full-time while also teaching full-time… and that was just the start.

...


041 - Pit Pony Kitty White - Classroom to Holiday Cottages Business Manager
#41
04/01/2025

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Kitty White never imagined she’d leave teaching - she was in it for life. 

But after years of battling anxiety, disillusionment, and a crushing sense of being lost, she made a brave leap out of the classroom and into something completely different. 

In this powerful episode, Kitty reflects on the emotional toll teaching took on her, how she slowly rebuilt herself, and how she found new purpose (and peace) as the Business Development Manager of Cozy Holiday Cottages in the York...


040 - Pit Pony Rachael Daniel - Classroom to Development Officer
#40
03/25/2025

What happens when a dedicated teacher realises that the career she once loved is no longer the right fit? In this episode, we sit down with Rachael Daniel, who made the bold decision to step away from teaching and carve out a new path.

Rachael takes us through the highs and lows of her transition - from the moment she knew she had to leave, to the doubts that nearly held her back, and the surprising opportunities that opened up once she took the leap. She shares how she navigated financial fears, rediscovered her confidence...


039 - Pit Pony Grant Decker - Classroom to Record Store Owner
#39
03/18/2025

This week on The Pit Pony Podcast, we sit down with the incredible Grant Decker – a former teacher whose love for music led him to open his own record shop. After years in the classroom, supporting students with complex needs, Grant realised it was time for a change.

In this episode, he shares his inspiring journey from education to entrepreneurship, the challenges of balancing work and family, and how he built a thriving business from his passion for vinyl.

Thinking about your own exit strategy? 

Grant’s story is proof that it can be do...