Ever wondered why love feels so hard even though you’re smart, successful, and doing all the “right” things?

In this episode, I sit down with the incredible Coach Cass to unpack the hidden patterns that keep women stuck in cycles of heartbreak, situationships, and almost-relationships. We talk chemistry vs. compatibility, why “casual equals casualties,” and how to create space for the love you actually deserve. If you’ve been settling for “he likes me” instead of choosing from your own worth, this conversation will shift the way you see dating and relationships.

You might want to listen if:

• You keep confusing chemistry with compatibility
• You’ve said yes to men simply because “they liked you”
• You’re tired of casual connections that go nowhere
• You struggle to trust what real love feels like
• You want to create a supportive community around your love journey

About Our Guest:

When love feels out of reach, Dr. Casandra “Coach Cass” Henriquez—America’s Go-To Love Doctor—helps successful women over 40 attract and keep real love. She’s the creator of the bestselling Love Deck and founder of the Real Love Network, a thriving community for professional women seeking clarity, confidence, and connection. Featured in Forbes, Cosmopolitan, and Black Enterprise, Coach Cass brings a relatable, no-nonsense approach to love and life.

• Join the Workshop! wantedwomanlive.com/
• Follow Coach Cass on Instagram!

FIND OUT MORE!

• Apply for FREE Coaching with Jenn
• Join the DANCE CIRCLE - Get updates on Jenn's debut book "Dance of Attachment"
• Join our FREE Community! Speak Honest Facebook Group 🧡
• Become a Relationship Reboot Member and access all you need to become secure.
• Schedule your Free 30 min Attachment Assessment with Jenn Today!
• Watch Jenn on the 🔴 TEDx Stage!
• Download your free Workbook: Dance of Attachment
• Visit www.speak-honest.com to learn more
• Follow Jenn on Instagram: @speak_honest
• Like the episode? Please write a review, your words help others find us!

DISCLAIMER: Speak Honest podcast content is informational, not professional or medical advice. Jenn is an ICF relationship coach, not a licensed therapist. Consult health ...

Have you ever felt like grief should have an expiration date?
In this heartfelt conversation with grief educator and TEDx coach Teri Kingston, we explore the messy, tender, and very human journey of loss. From anticipatory grief to sudden loss, Teri opens up about her own story and shares practical insights on how to support yourself and others without falling into the trap of “shoulding.” Together, we talk about what to say (and not say), why workplaces need grief literacy, and how to find purpose in the middle of pain.

You might want to listen if:

• You have ever wondered why you still miss someone years later and feel like you “should” be over it
• You are supporting a loved one who is grieving and do not know what to say
• You have experienced anticipatory grief while watching someone you love decline
• You have felt invisible or unsupported in the workplace while grieving
• You want to know when your story is ready to be shared and when it still needs a softer container

About Our Guest:

Teri Kingston works with business owners, executives and leaders who want to magnetize their message so they can maximize their impact each time they speak.

In her role as a caregiver advocate and widow, Teri shares stories of courage and compassion to help caregivers understand their role and cope, especially when the end of their caregiver journey is in sight. She is a sought after TEDx coach, speaker and author.

When she isn't coaching speakers or delivering talks of her own, she eats too much dark chocolate as she sits and soaks in the sea air of Saint Andrews, NB.

Stay in Touch with Teri:

• Connect with her on Linkedin
• Get the Book! Get Ready for Ted When Ted is Ready for you 🔴

FIND OUT MORE!

• Apply for FREE Coaching with Jenn
• Join the DANCE CIRCLE - Get updates on Jenn's debut book "Dance of Attachment"
• Join our FREE Community! Speak Honest Facebook Group 🧡
• Become a Relationship Reboot Member and access all you need to become secure.
• Schedule your Free 30 min Attachment Assessment with Jenn Today!
• Watch Jenn on the 🔴 TEDx Stage!
• Download your free Workbook: Dance of Attachment
• Visit www.speak-honest.com to learn more
• Follow Jenn on Instagram: @speak_honest
• Like the episode? Please write a review, your words help others find us!

DISCLAIMER: Speak Honest podcast content is informational, not professional or medical advice. Jenn is an ICF relationship coach, not a licensed therapist. Consult health ...

Have you ever wondered if your chronic pain could actually be your body trying to tell you something?

In this episode, I sit down with licensed therapist Nyle Biondi to explore the powerful connection between trauma, attachment wounds, and chronic pain. We talk about how the nervous system stores stress, why pain isn’t always “just physical,” and what emotional release has to do with finding real relief. Along the way, I share my own struggles with chronic back pain and how these insights hit home for me in a big way.

You might want to listen if:

• You’ve been struggling with chronic pain that doctors can’t explain
• You feel dismissed or blamed when seeking help for your symptoms
• You’ve done trauma work but still carry pain in your body
• You wonder why your body “shuts down” during stress or big emotions
• You’re curious about how attachment healing can bring more ease, safety, and resilience

About Our Guest:

Nyle specializes in mind-body healing for chronic pain and trauma. With a deep commitment to the trans and queer communities, he helps clients break free from the physical and emotional toll of oppression, stress, and past wounds. His work integrates neuroplasticity, attachment healing, and nervous system regulation to support lasting transformation.

https://www.healingwithinpsychotherapy.com
https://queerresilience.substack.com

FIND OUT MORE!

• Apply for FREE Coaching with Jenn
• Join the DANCE CIRCLE - Get updates on Jenn's debut book "Dance of Attachment"
• Join our FREE Community! Speak Honest Facebook Group 🧡
• Become a Relationship Reboot Member and access all you need to become secure.
• Schedule your Free 30 min Attachment Assessment with Jenn Today!
• Watch Jenn on the 🔴 TEDx Stage!
• Download your free Workbook: Dance of Attachment
• Visit www.speak-honest.com to learn more
• Follow Jenn on Instagram: @speak_honest
• Like the episode? Please write a review, your words help others find us!

DISCLAIMER: Speak Honest podcast content is informational, not professional or medical advice. Jenn is an ICF relationship coach, not a licensed therapist. Consult health ...

Do you ever feel like no matter how much you talk, he just doesn’t hear you?
In this episode of Speak Honest, I coach Christine through a struggle so many of us know too well: needing to feel heard in a relationship but ending up frustrated, blowing up, and then hating ourselves for it. Together, we unpack where those reactions really come from, why boundaries feel so hard to set in the moment, and how to start communicating in a way that actually works.

You might want to listen if:

• You feel like your partner tunes out or interrupts instead of really listening
• You find yourself going from zero to sixty when you don’t feel understood
• You’ve tried to set boundaries but they always come out reactive instead of proactive
• You hate the cycle of blowing up, apologizing, and then doubting yourself
• You want practical tools to feel heard without the constant fights

FIND OUT MORE!

• Apply for FREE Coaching with Jenn
• Join the DANCE CIRCLE - Get updates on Jenn's debut book "Dance of Attachment"
• Join our FREE Community! Speak Honest Facebook Group 🧡
• Become a Relationship Reboot Member and access all you need to become secure.
• Schedule your Free 30 min Attachment Assessment with Jenn Today!
• Watch Jenn on the 🔴 TEDx Stage!
• Download your free Workbook: Dance of Attachment
• Visit www.speak-honest.com to learn more
• Follow Jenn on Instagram: @speak_honest
• Like the episode? Please write a review, your words help others find us!

DISCLAIMER: Speak Honest podcast content is informational, not professional or medical advice. Jenn is an ICF relationship coach, not a licensed therapist. Consult health ...

Why do boundaries always seem to come after the meltdown?
In this episode, we’re diving into what it really means to set boundaries before you're running on empty. We’ll explore the difference between reactive and proactive boundary-setting, how to recognize the early signs that you’re stretched too thin, and how to speak up without over-explaining or shutting people out. If you've ever felt like you're either saying yes to keep the peace or saying no in a panic, this episode is going to change the way you think about boundaries for good.

You might want to listen if:

• You say yes when you really mean no
• You shut down or lash out when you’re overwhelmed
• You feel like boundaries always create conflict
• You’re exhausted from managing everyone else’s emotions
• You want to speak your needs without guilt or fear

FIND OUT MORE!

• Apply for FREE Coaching with Jenn
• Join the DANCE CIRCLE - Get updates on Jenn's debut book "Dance of Attachment"
• Join our FREE Community! Speak Honest Facebook Group 🧡
• Become a Relationship Reboot Member and access all you need to become secure.
• Schedule your Free 30 min Attachment Assessment with Jenn Today!
• Watch Jenn on the 🔴 TEDx Stage!
• Download your free Workbook: Dance of Attachment
• Visit www.speak-honest.com to learn more
• Follow Jenn on Instagram: @speak_honest
• Like the episode? Please write a review, your words help others find us!

DISCLAIMER: Speak Honest podcast content is informational, not professional or medical advice. Jenn is an ICF relationship coach, not a licensed therapist. Consult health ...

Ever feel like no matter how calm you stay, certain people still push every button you have?
In this episode, I’m joined by the brilliant co-authors of Beyond Difficult, Dr. Jessie Stern and Rachel Samson. Together, we unpack why some people feel so hard to deal with and what’s actually going on under the surface of their behavior. From the science of attachment and temperament to the misunderstood truth about highly sensitive people, we explore practical ways to stay regulated, set boundaries, and communicate without losing your mind (or your compassion). Whether it’s your partner, a parent, or that one coworker... this episode will help you navigate difficult dynamics without making yourself the villain or the victim.

You might want to listen if:

• You feel overwhelmed or overstimulated in relationships
• You’ve been told you’re “too sensitive” (or wondered if it’s true)
• You struggle to stay calm around certain people, no matter how hard you try
• You want to stop personalizing difficult behavior but still hold boundaries
• You’re craving research-backed tools for managing conflict with more compassion

About Our Guests:

Dr. Jessie Stern

• Website: drjessiestern.com
• Instagram: @drjessiestern
• X (Twitter): @jessAstern

Rachel Samson

• Website: www.rachelsamson.co
• Instagram: @australianpsychologist

Buy The Book BEYOND DIFFICULT

FIND OUT MORE!

• Apply for FREE Coaching with Jenn
• Join the DANCE CIRCLE - Get updates on Jenn's debut book "Dance of Attachment"
• Join our FREE Community! Speak Honest Facebook Group 🧡
• Become a Relationship Reboot Member and access all you need to become secure.
• Schedule your Free 30 min Attachment Assessment with Jenn Today!
• Watch Jenn on the 🔴 TEDx Stage!
• Download your free Workbook: Dance of Attachment
• Visit www.speak-honest.com to learn more
• Follow Jenn on Instagram: @speak_honest
• Like the episode? Please write a review, your words help others find us!

DISCLAIMER: Speak Honest podcast content is informational, not professional or medical advice. Jenn is an ICF relationship coach, not a licensed therapist. Consult health ...

Ever opened up to someone… and then immediately regretted it?
You’re lying in bed, replaying everything you said, wondering if you were too much, said too much, or scared them off. That shame spiral? It’s not just in your head. In this episode, I’m breaking down exactly why we feel so gross after being vulnerable—and how to stop letting that shame run the show. We’ll talk nervous system reactions, trauma responses, and what it really means when you overshare. Plus, I’ll give you some practical tools to regulate in the moment and find safer containers to be seen (without spiraling the next day).

You might want to listen if:

• You constantly second-guess yourself after deep conversations
• You’ve felt a “vulnerability hangover” and didn’t know how to come down from it
• You grew up being told you were too much, too sensitive, or too emotional
• You overshare to feel close but end up feeling exposed instead
• You want to feel safe being seen, without the shame spiral after

FIND OUT MORE!

• Apply for FREE Coaching with Jenn
• Join the DANCE CIRCLE - Get updates on Jenn's debut book "Dance of Attachment"
• Join our FREE Community! Speak Honest Facebook Group 🧡
• Become a Relationship Reboot Member and access all you need to become secure.
• Schedule your Free 30 min Attachment Assessment with Jenn Today!
• Watch Jenn on the 🔴 TEDx Stage!
• Download your free Workbook: Dance of Attachment
• Visit www.speak-honest.com to learn more
• Follow Jenn on Instagram: @speak_honest
• Like the episode? Please write a review, your words help others find us!

DISCLAIMER: Speak Honest podcast content is informational, not professional or medical advice. Jenn is an ICF relationship coach, not a licensed therapist. Consult health ...

Can you really be a great mom without losing yourself in the process?
In this heart-opening episode, I sit down with parenting expert and somatic coach Vivian Meraki to talk about what it really means to parent through divorce. We unpack the pressure to be the “perfect mom,” the guilt that often follows us after a breakup, and how somatic awareness can help us show up for our kids and ourselves. Whether you’re navigating co-parenting, starting over, or just trying to hold it together, you are not alone. Vivian brings so much wisdom, warmth, and practical support to help you redefine motherhood on your own terms.

You might want to listen if:

• You feel like you’re constantly self-sacrificing and losing parts of yourself as a mom
• You’re trying to break generational parenting patterns but don’t know how
• You’re struggling with guilt or shame after a divorce
• You want to model confidence, resilience, and self-trust for your kids
• You’re curious about how somatic practices can support emotional healing

About Our Guest:

Vivian Meraki is an award-winning speaker, bestselling author, and trauma-informed parenting expert who helps parent leaders break generational cycles and deeply connect with the people and things that matter to them. A former corporate leader across startups, agencies, and consultancies—including the United Nations and several healthtech companies—Vivian left burnout behind in 2020 to say yes to a different kind of success: one rooted in self-trust, emotional safety, and connection that lasts.

Links:

• https://www.vivianmeraki.com/
• Follow Vivian on Instagram
• Grab Parenting Through Divorce on Amazon

FIND OUT MORE!

• Apply for FREE Coaching with Jenn
• Join the DANCE CIRCLE - Get updates on Jenn's debut book "Dance of Attachment"
• Join our FREE Community! Speak Honest Facebook Group 🧡
• Become a Relationship Reboot Member and access all you need to become secure.
• Schedule your Free 30 min Attachment Assessment with Jenn Today!
• Watch Jenn on the 🔴 TEDx Stage!
• Download your free Workbook: Dance of Attachment
• Visit www.speak-honest.com to learn more
• Follow Jenn on Instagram: @speak_honest
• Like the episode? Please write a review, your words help others find us!

DISCLAIMER: Speak Honest podcast content is informational, not professional or medical advice. Jenn is an ICF relationship coach, not a licensed therapist. Consult health ...