Ever wonder why parenting feels like a personal rollercoaster—and what your Enneagram type might have to do with it?

Kate Mason sits down with dynamic Enneagram expert Jackie Contessa to explore how each of the nine Enneagram types plays out in parenting.

Jackie—known for her no-fluff, deeply compassionate coaching—dives into the “big fat why” behind each personality type and how understanding these motivations can change how we parent, connect, and even relate to ourselves.

Whether you’re a perfectionist One, a peace-seeking Nine, or an enthusiastic Seven, this episode offers invaluable insights (and a few laughs) into how your type shows up in the parenting trenches—and what to do about it.

Listen For

4:28 Jackie’s Journey to Enneagram Coaching

6:08 “Who You Are is How You Do Everything”

10:44 Type 1 Parents: The Perfectionist Trap

14:02 Type 2 Parents: The Cost of Over giving

25:02 Type 7 Parents: Escaping Discomfort with Fun

28:20 Type 8 Parents: Storm and Shelter

31:57 Type 9 Parents: The Peacekeepers Avoiding Conflict

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Connect with guest: Jackie Contessa, Personality-Based Life Coach, Enneagram Coach.

Website | TikTok | LinkedIn | Instagram | Free Consultation | Gifted Sessions for Single Moms | Podcasts Featuring Jackie |

Contact Kate:

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Why is your child calm one minute and melting down the next—especially in the cereal aisle?

Kate Mason, pediatric occupational therapist and parent coach Ivan Hardcastle peels back the layers of children's sensory processing challenges.

From explaining why a child might seek comfort in a cat’s litter box to revealing the surprising power of parent-led therapy at home, Ivan helps decode the sensory triggers behind behavior.

Kate and Ivan explore practical, compassionate tools that empower parents—not just professionals—to create real behavioral change. It’s not just about managing kids, but understanding them on a deeper, sensory level.

Listen For

6:41 The Power of Parent-Led Therapy at Home

10:18 A Crash Course in Sensory Processing

12:17 Behavior or Sensory Need Spotting the Difference

2:04 Litter Boxes and Logic Strange But True Soothing Tactics

22:43 The Bread-Throwing Child A Real-World Example

30:19 Ivans Golden Tip Pause and Observe

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Connect with guest: Ivan Hardcastle, Parent Coach and Occupational Therapist at Castle Therapy

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Contact Kate:

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Ever wondered why your child throws bread at bedtime or melts down in a grocery store?

Kate Mason sits down with pediatric occupational therapist and parent coach Ivan Hardcastle to unravel the hidden world of sensory processing and how it deeply impacts children's behavior.

Ivan shares his powerful journey from therapist to coach, emphasizing that true progress often comes when parents—not just children—are empowered with knowledge and tools.

He breaks down sensory processing into understandable parts, provides real-life examples (including why a child might find solace in a cat’s litter box!), and offers actionable strategies for both parents and grandparents to better support their families.

Listen For

6:41 The Power of Parent-Led Therapy at Home

10:18 A Crash Course in Sensory Processing

12:17 Behavior vs. Sensory Need: How Can You Tell?

22:43 The Bread-Throwing Child: A Real-World Example

27:36 The Four Stages of Behavioral Change

30:19 Ivan’s Golden Tip: Pause and Observe

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Connect with guest: Ivan Hardcastle, Parent Coach and Occupational Therapist at Castle Therapy

Website | LinkedIn

Contact Kate:

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What if your daughter’s biggest obstacle is the message she gets from you?

Kate Mason welcomes back Dr. Jo-Ann Finkelstein—clinical psychologist and author of Sexism and Sensibility—for a rich and thought-provoking conversation about how subtle gender biases shape our daughters’ self-worth, voice, and potential.

They dig into the unconscious ways parents reinforce appearance-based validation, the lifelong impact of being interrupted, and how sports, education, and even praise style shape a girl’s sense of entitlement and ambition.

They challenge us to unlearn generational scripts and replace them with empowering tools that foster resilience, confidence, and equality in our girls.

Listen For

05:40 The Mirror Moment: When Your Daughter Reflects Your Insecurities

09:29 Body Image and Beauty Culture – They're Watching Us

15:55 The 5 Voices Every Girl Needs

18:02 Girls Deserve Less? The Research That Says So

24:01 Smart vs. Strategic: Praise That Builds Resilience

30:06 By Age 6, Girls Already Doubt Their Brilliance

34:08 The Unseen Damage of Sexist Curriculums

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Connect with guest: Jo-Ann Finkelstein, PhD

Book | Website | TikTok | Instagram | Facebook | X

Contact Kate:

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Are you raising your kids with invisible gender biases you don’t even realize you have?

Kate Mason sits down with clinical psychologist and author Dr. Jo-Ann Finkelstein to explore the subtle and systemic ways sexism creeps into parenting—even from the most well-meaning caregivers.

Drawing from her book Sexism and Sensibility, Finkelstein shares personal stories, clinical insights, and research that uncover how micro-messages shape our children's beliefs about gender from birth.

This conversation unpacks everything from pink hockey sticks to unconscious praise patterns and offers practical advice for raising empowered daughters (and emotionally literate sons).

A must-listen for anyone committed to raising the next generation with clarity, compassion, and equality.

Listen For

1:14 When Your Own Biases Are Challenged

3:26 The Pink Hockey Stick That Changed Everything

8:13 Why Sexism Quietly Fuels Girls’ Mental Health Issues

11:05 What’s in a Name: Sexism and Sensibility

18:37 Rethinking Gender Roles at Home

33:40 The Culture Is Broken—Not the Girls

35:00 R&R Parenting: Recognize and Replace Biases

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Connect with guest: Jo-Ann Finkelstein, PhD

Book | Website | TikTok | Instagram | Facebook | X

Contact Kate:

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Could the boldest move of your life be the key to your dream career?

Kate Mason chats with Erin Carey, the adventurous founder of Roam Generation, who left behind her 17-year government job for a life of sailing and entrepreneurial discovery.

From cruising Caribbean waters with her family to launching a thriving global PR agency—without a degree in the field—Erin shares how intuition, courage, and a chance encounter with sailing YouTube stars transformed her life.

This conversation is all about rethinking what’s possible when you break free from the conventional and embrace change with both hands.

Listen For

3:08 – Leaving a 17-year government job for the unknown

8:40 – Discovering PR and claiming a new professional identity

11:14 – Learning media from the inside as a self-taught writer

16:39 – No PR degree? No problem—how Erin made it work

21:22 – Battling imposter syndrome and trusting intuition

28:36 – Why constant adventure might be your version of success

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Connect with guest: Erin Carey, Founder & Director, Roam Generation

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Contact Kate:

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Ever dreamed of quitting the grind and setting sail into the unknown with your family? Erin Carey did just that — and lived to tell the tale.

Kate welcomes Erin to share her incredible journey from suburban life to sailing across oceans with her husband and three young kids.

Erin takes us through the meticulous planning, financial sacrifices, and emotional hurdles of buying a boat sight unseen in the Caribbean, learning to sail, and eventually crossing the Atlantic in a daring 17-day voyage.

Along the way, she discusses the challenges of homeschooling, building resilience in her children, and how breaking free from societal expectations led to life-changing experiences and personal growth for the whole family.

If you've ever wondered what it takes to ditch convention and embrace adventure — this episode will leave you inspired.

Listen For

02:31 — Meet Erin Carey: From suburbia to sailor

08:23 — Planning the leap: Saving, sacrifices, and bold choices

15:35 — Young kids on board: Parenting through risk and change

23:11 — Living minimally: Adjusting to tiny living on the boat

23:51 — Setting sail for real: Baby steps into the ocean

35:03 — Homeschooling on the water: From Harry Potter to history lessons

37:06 — Parenting challenges and breakthroughs while homeschooling

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Connect with guest: Erin Carey, Founder & Director, Roam Generation

LinkedIn | Email | Website | X | Facebook | Instagram

Contact Kate:

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Is your past secretly picking your partners for you?

In this eye-opening episode of Parenting and Personalities, Kate Mason sits down with relationship coach and podcast host Nicole Colantoni to explore the hidden influences shaping our dating lives.

Nicole shares how her own journey—from a turbulent childhood to a thriving coaching career—led her to uncover how our childhood wounds affect who we date and how we love.

They dive deep into modern dating challenges, the art of building authentic connections, communication pitfalls, conflict repair, and how real self-awareness is the foundation for lasting love.

Listen For

3:17 Nicole’s Journey Into Relationship Coaching
8:07 Tips for Building a Great Dating Profile
11:47 How to Break Free From Repeating Bad Relationships
20:31 When Only One Partner is Committed to Growth
30:00 Three Top Dating Tips for Singles

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Guest Nicole Colantoni

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Contact Kate:

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