
79. What to Do When Someone in Your Life Feels Beyond Difficult | My Conversation with Dr. Jessie Stern & Rachel Samson
About this episode
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
WORK WITH ME
- 🎯 Schedule your FREE 30-min Attachment Assessment with Jenn — see if the Fall 2026 Cohort is the right fit for you
- Ready Now? Join the Speak Honest Academy
- Apply for FREE Podcast Coaching with Jenn
- Ask your Coach a question — it might get featured on the show
LEARN MORE
- Grab your copy of the #1 best-selling book, Dance of Attachment
- Visit www.speak-honest.com to learn more
- Watch Jenn's 🔴 TEDx Talk
STAY CONNECTED
- Join our FREE Speak Honest Facebook Group 🧡
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DISCLAIMER: Speak Honest podcast content is informational, not professional or medical advice. Jenn is an ICF relationship coach, not a licensed therapist. Consult health professionals for specific concerns. Client opinions do not reflect Speak Honest’s stance. We aim for acc...
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