PodcastsEducationCrappy to Happy

Crappy to Happy

Cass Dunn
Crappy to Happy
Latest episode

231 episodes

  • Crappy to Happy

    Letting Go and Starting Again with Tiffiny Hall

    15/01/2026 | 51 mins.
    Tiff Hall has been part of Crappy to Happy since the very beginning, and she's a woman who knows reinvention better than most. She spent a decade building a powerful, values-driven fitness brand, showing up through pregnancies, injuries, illness, body changes and enormous personal pressure. And then she made a decision that surprised many people, selling TXO to 28 by Sam Wood and stepping out of her CEO role.

    This is an honest conversation about identity, grief, relief, and the courage it takes to choose a new chapter even when the old one has been successful. We talk about the emotional impact of walking away from something you've poured your heart into, the backlash and disappointment from a community you genuinely love, and what happens when your capacity, your body, and your priorities shift.

    Tiff shares how motherhood changed her, why stepping back is not giving up, and how returning to her roots as a trainer has reconnected her to what she loves most. We also talk about comparison, social media pressure, running an online business as a woman, and what it means to grow in a way that is sustainable rather than impressive.

    What you’ll learn:
    What really goes on emotionally when you sell a business you built yourself
    Why stepping back can feel like grief and freedom at the same time
    How motherhood, injury, and illness reshaped Tiff’s relationship with fitness
    The hidden pressure of running a values-led business in a highly visible industry
    Why being too accessible and too generous can clash with business sustainability
    How comparison and social media exposure affect mental health
    Why choosing less can sometimes give you more
    If you’re in a season of questioning, scaling back, or reimagining what success looks like for you, you'll want to listen to this one.

    Train with Tiff on 28 by Sam Wood
    https://28bysamwood.com/

    Follow Tiff on IG
    www.instagram.com/tiffhall_xo

    ⭐️ Brand new Beyond Confident 2.0 for Solopreneurs & Service Providers ⭐️
    ***  Where Psychology Meets Business Strategy *** 

    Transform self-doubt & self-sabotage, rewire your nervous system for success, and do the inner healing work, while being supported to create a streamlined, profitable business that supports your lifestyle.

    Save $1000 with Founding Member Pricing.
    To find out more and book a call -- www.cassdunn.com/bc-call

    Connect with Cass:
    www.cassdunn.com
    www.instagram.com/cassdunn_xo

    Contact Crappy to Happy:

    Email: [email protected]
    www.crappytohappypod.com
    www.instagram.com/crappytohappypod
  • Crappy to Happy

    New Year, Same You: How to Set Goals You Actually Achieve in 2026

    06/01/2026 | 30 mins.
    How do you embrace the "new year, new start" energy without overshooting your goals and setting yourself up to fail?

    Every January we're bombarded with resolutions, routines, and lofty promises about who we're supposed to become; and every year, many of us quietly abandon them, feeling guilty, unmotivated, and like we've failed.

    In this solo ep, I'm sharing my very deliberate anti-resolution approach to 2026, not because goals don't matter, but because the way we usually set them often does more harm than good.

    With a background in coaching psychology and my experience of late diagnosed ADHD, this is an honest reflection on what did and did not work for me last year and the much simpler and more compassionate way I'm approaching my goals this year.

    The secret is not doing more. It's doing less, with intention.

    I explain why setting the bar lower can strengthen your self trust, why consistency matters more than intensity, and how choosing fewer priorities can help you feel calmer, more confident, and more fulfilled as the year unfolds.
    What you will learn:
    Why I'm not a fan of New Year’s resolutions
    How unrealistic goals quietly erode your self concept and confidence
    Why consistency beats intensity when it comes to habits and behaviour change
    The surprising psychological benefits of choosing just one daily habit
    What it means to go deep on one skill or area instead of skimming the surface of many
    How focusing on completion, not busyness, can change how you feel about yourself
    Simple questions to help you decide what actually matters this year
    How to harness fresh start energy without setting yourself up to fail
    If you are craving a calmer, more grounded start to the year, and you want goals that support your wellbeing rather than undermine it, this episode will give you plenty to reflect on.

    For more on this topic:

    What to Do Instead of New Year's Resolutions

    Kickstart Your New Year by Setting Goals that Matter

    ⭐️ Brand new Beyond Confident 2.0 for Solopreneurs & Service Providers ⭐️
    ***  Where Psychology Meets Business Strategy *** 

    Transform self-doubt & self-sabotage, rewire your nervous system for success, and do the inner healing work, while being supported to create a streamlined, profitable business that supports your lifestyle.

    Save $1000 with Founding Member Pricing.
    To find out more and book a call -- www.cassdunn.com/bc-call

    Connect with Cass:
    www.cassdunn.com
    www.instagram.com/cassdunn_xo

    Contact Crappy to Happy:

    Email: [email protected]
    www.crappytohappypod.com
    www.instagram.com/crappytohappypod
  • Crappy to Happy

    How I'm Using AI to Massively Simplify My Business

    16/12/2025 | 40 mins.
    AI is everywhere right now and it’s moving fast, from fake online personas and voice cloning to coaches selling AI versions of themselves. The pace of change is astonishing, and if you don't keep up, you'll be left behind. So what does this mean for small business owners, therapists and coaches?

    In this episode, I talk through what I’ve been learning as I’ve gone all in on understanding the potential of AI and the role it can play as a complement to your expertise, not a substitute for it. When harnessed effectively AI offers a way to reduce burnout, remove administrative overload and free up hours of precious time that can be redirected to more meaningful, human centred interactions.

    I'm sharing how I’m personally using AI in my business, why training AI properly matters, and where I believe the hard ethical lines still need to be drawn, especially when it comes to mental health and therapy. I think for any ethical business owner, there is an exciting opportunity right now to embrace artificial intelligence in your business and use it to make a meaningful difference in your own life and the lives of people you work with, without outsourcing your judgement, your values or your humanity.

    What You’ll Learn
    Why AI feels so uncomfortable for people and why that reaction makes sense
    The difference between copy and paste prompts, custom GPTs and more advanced AI agents
    How AI can genuinely reduce overwhelm for small business owners and solopreneurs (especially if you have ADHD!)
    Why women appear to be slower to adopt AI 
    The ethical risks of AI being used as therapy and where things can go wrong
    How you can train AI "Assistants" to sound exactly like you when they produce content
    Why the future of work may actually place more value on real human connection, not less
    How to think about using AI in a way that aligns with your values rather than eroding them

    ⭐️ Brand new Beyond Confident 2.0 for Solopreneurs & Service Providers ⭐️
    ***  Where Psychology Meets Business Strategy *** 

    Transform self-doubt & self-sabotage, rewire your nervous system for success, and do the inner healing work, while being supported to create a streamlined, profitable business that supports your lifestyle.

    Save $1000 with Founding Member Pricing.
    To find out more and book a call -- www.cassdunn.com/bc-call

    Connect with Cass:
    www.cassdunn.com
    www.instagram.com/cassdunn_xo

    Contact Crappy to Happy:

    Email: [email protected]
    www.crappytohappypod.com
    www.instagram.com/crappytohappypod

    This episode includes AI-generated content.
  • Crappy to Happy

    The ADHD Signs Women Keep Missing with Tracy Otsuka

    03/12/2025 | 1h 5 mins.
    Women with ADHD are still being overlooked, misunderstood, and misdiagnosed, and the consequences can be profound. In this episode, I sit down with Tracy Otsuka, ADHD Coach and bestselling author of "ADHD for Smartass Women', whose mission is to help women stop pathologising themselves and start recognising their inherent creativity, intelligence, and strength.

    Tracy shares her personal story, beginning with her son’s diagnosis at age 12, which sparked her deep dive into understanding ADHD. What followed was her own late diagnosis, years of independent research, and the creation of a global community that now reaches millions.

    We explore why girls and women often slip through the cracks, why inattentive ADHD can be so invisible, and how societal expectations create trauma that compounds symptoms. Tracy breaks down the differences between being a hyperactive ‘doer’ versus an internal ‘thinker’, and why so many clever, capable women spend years believing they’re simply not trying hard enough.

    Most importantly, Tracy offers a different way of understanding ADHD; one that centres interest, creativity, dopamine, and authenticity rather than deficit and disorder. 

    What You’ll Learn
    The surprising reason so many smart, capable women with ADHD remain undiagnosed well into adulthood
    Why Tracy does not believe ADHD is a disorder, and what the research actually shows about mental health outcomes
    How chronic trauma (including the trauma of feeling misunderstood) can masquerade as ADHD symptoms
    Why women with ADHD often become perfectionists, people pleasers, or high achievers
    How an interest-driven nervous system really works
    Why your brain lights up for some tasks and completely shuts down for others (it’s not laziness)
    The importance of designing your life around your strengths rather than forcing yourself to fit neurotypical expectations
    Practical strategies for thriving with an ADHD brain — at work, at home, and in relationships
    Resources mentioned in this episode

    The A-OK Mind App:
    https://apps.apple.com/us/app/a-ok-mind/id6749597141

    Cube Timer
    Amazon UK: https://amzn.to/3KFIG3E
    Amazon Australia: https://amzn.to/48zwY2C

    Readwise:https://readwise.io

    Connect with Tracy:
    www.tracyotsuka.com

    If you’d like more conversations like this, or you have questions you’d love me to explore in a future episode, you can submit them via www.crappytohappy.com

    ⭐️ Brand new Beyond Confident 2.0 for Solopreneurs & Service Providers ⭐️
    ***  Where Psychology Meets Business Strategy *** 

    Transform self-doubt & self-sabotage, rewire your nervous system for success, and do the inner healing work, while being supported to create a streamlined, profitable business that supports your lifestyle.

    Save $1000 with Founding Member Pricing.
    To find out more and book a call -- www.cassdunn.com/bc-call

    Connect with Cass:
    www.cassdunn.com
    www.instagram.com/cassdunn_xo

    Contact Crappy to Happy:

    Email: [email protected]
    www.crappytohappypod.com
    www.instagram.com/crappytohappypod
  • Crappy to Happy

    Are you Lazy or is this "Functional Freeze"?

    26/11/2025 | 23 mins.
    "Functional Freeze" is not a term you'll find in textbooks but it describes a nervous system shutdown response that develops when you’ve been in chronic stress for too long. Because you’re still “functioning” on the outside, it can be easy to miss. In this episode, I break down how this response develops, why it’s so misunderstood, and most importantly, what you can do to gently thaw and come back into connection, energy, and presence.

    I'm covering:
    What functional freeze actually is (and why it’s not in the DSM).
    The nervous system science behind why you can look fine while feeling flat, foggy, or emotionally distant on the inside.
    Real-life examples of how functional freeze shows up in daily life, work and relationships.
    What your nervous system actually needs to shift out of freeze (hint: it’s not more discipline, hustling, or mindset work)
    If this episode resonates, please share it with someone who might be quietly struggling. And if you have questions on this topic, send them through. I'd love to answer them in a future “Therapy Hour” episode on www.crappytohappy.supercast.com

    ⭐️ Brand new Beyond Confident 2.0 for Solopreneurs & Service Providers ⭐️
    ***  Where Psychology Meets Business Strategy *** 

    Transform self-doubt & self-sabotage, rewire your nervous system for success, and do the inner healing work, while being supported to create a streamlined, profitable business that supports your lifestyle.

    Save $1000 with Founding Member Pricing.
    To find out more and book a call -- www.cassdunn.com/bc-call

    Connect with Cass:
    www.cassdunn.com
    www.instagram.com/cassdunn_xo

    Contact Crappy to Happy:

    Email: [email protected]
    www.crappytohappypod.com
    www.instagram.com/crappytohappypod

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About Crappy to Happy

Join psychologist Cass Dunn, and inspiring guests from around the world, for real talk, relatable and practical ideas to help you live a happier, more meaningful life.  www.crappytohappypod.com
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