EP: 35 Beyond Difficult: Understanding Challenging Personalities with Rachel Samson & Dr. Jessie Stern
In this episode of Soul Therapy, with Chelle, we continue the conversation with Rachel Sampson and Dr. Jessie Stern, co-authors of Beyond Difficult: An Attachment-Based Guide to Dealing with Challenging People.
Building on part one, this heart-centered dialogue explores what really makes someone “difficult,” the role of attachment and temperament in shaping behavior, and why no two experiences of difficulty are ever the same.
Rachel and Jessie dive into childhood experiences, the impact of trauma, and the way sensitivity influences how we move through the world. They share practical strategies for navigating tricky relationships with compassion, discernment, and clarity.
We talk about:
Why “difficult” is subjective and rooted in early attachment and temperament
How childhood wounds can echo in adult relationships and why it’s never too late to change
Understanding the temperament trait of high sensitivity and its impact on interactions
Reframing difficult behavior as communication and responding with curiosity
The importance of safety first, grounding yourself before responding
Practical tools: validation, paraphrasing, boundaries, and listening to ensure others feel seen and heard
Rachel and Jessie offer wisdom, warmth, and deeply practical guidance for anyone navigating difficult people, whether at home, at work, or in the wider community. Their insights are both compassionate and empowering, reminding us that growth and healing are always possible.
This conversation is for anyone who has ever walked away from a tense exchange wishing they’d handled it differently and is ready to discover tools to respond with greater ease, empathy, and strength.
Let this episode remind you: every difficult behavior carries a message, and when we listen beneath the surface, transformation begins.
Connect with Rachel Samson
Instagram: https://www.instagram.com/australianpsychologist/
Website: https://www.samsonandbulluss.com/index.php/Home
Connect with Dr. Jessie Stern:
Instagram: https://www.instagram.com/drjessiestern/
Website: https://www.drjessiestern.com/
Connect with Me:
Instagram: @_chellegriffin_
Facebook: Michelle Griffin Psychotherapist & Intuitive Guide
TikTok: @soultherapy.with
LinkedIn: michelle-griffin-325075127
Website: http://www.chellegriffin.com