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Ep. 48: Navigating Discomfort in Dating with Cat Cantrill, the Scottsdale Matchmaker

Make Discomfort Your B*tch

Release Date: 03/30/2025

Ep. 66: Listening for Your Own Wisdom in Grief with Sundari Malcolm show art Ep. 66: Listening for Your Own Wisdom in Grief with Sundari Malcolm

Make Discomfort Your B*tch

A TIME SENSITIVE NOTE FROM SUNDARI:  A Healing Doula Academy Winter Scholarship In honor of Anandi Malcolm, A Healing Doula Academy is offering one Full and one Partial Scholarship for its Winter Cohort. Founded by her daughter, Grief & Death Doula and Author Sundari Malcolm, this spiritually rooted training prepares Grief and Death Doulas to hold space through ancient ritual, modern grief care, and soul-centered guidance. Recipients will receive lifetime access to the Academy’s online, and self-paced, certification program and a personal mentorship session with...

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Ep. 65: Ruin, Rise and Return with Sarah Carter & Corinne Shark show art Ep. 65: Ruin, Rise and Return with Sarah Carter & Corinne Shark

Make Discomfort Your B*tch

NOTE: IF YOU'RE IN THE PHOENIX AREA, SARAH AND CORINNE WILL BE SIGNING COPIES OF THEIR BOOK AT CHANGING HANDS (PHX LOCATION) BOOKSTORE ON NOVEMBER 21ST!  What if the moments that break us open are the same ones that reveal our deepest creative power? In this episode, I sit down with Sarah Carter and Corinne Shark, authors of The Skies Are Full of Us and hosts of the Spiritual Pyros podcast, for a luminous conversation about the arc of life we all travel — ruin, rise, and return. We talk about the courage it takes to tell our stories honestly, how their own creative process became a...

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Ep. 64: Stay Uncomfortable With EJ Jamele: The Real Edge of Growth show art Ep. 64: Stay Uncomfortable With EJ Jamele: The Real Edge of Growth

Make Discomfort Your B*tch

In this episode, I sit down with the brilliant and dynamic EJ Jamele — CEO of crowdMGMT, producer, brand architect, and talent manager to some of the most sought-after artists in the beauty and entertainment industries. Our conversation goes far beyond brand strategy and success stories. EJ and I explore how discomfort can be one of our greatest teachers — especially when it comes to learning how to learn, growing our social awareness, and navigating a diverse world in values-based ways. EJ’s insight into leadership, collaboration, and creative excellence is both inspiring and grounding....

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Ep. 63: Welcome to Season Four! Big Changes Ahead... show art Ep. 63: Welcome to Season Four! Big Changes Ahead...

Make Discomfort Your B*tch

A solo episode to introduce the next season of the podcast!  ABOUT ME: I'm a mental health therapist, speaker, author and educator who helps organizations bridge the gap between knowing and doing the things that foster well-being, resilience and success. With expertise in school counseling, trauma-informed practices, and social-emotional intelligence (SEI), I help teams address the root causes of issues such as burnout, communication breakdowns, and resistance to change—rather than just treating surface-level symptoms. My engaging, evidence-based approach equips audiences with the...

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Ep. 62: When Grief Becomes a Guide: Finding Wisdom, Resilience, and Resolution with Ursula Taylor show art Ep. 62: When Grief Becomes a Guide: Finding Wisdom, Resilience, and Resolution with Ursula Taylor

Make Discomfort Your B*tch

What if grief isn’t just something to overcome, but a guide toward deeper wisdom and wholeness? In this episode, I sit down with Ursula Taylor - former litigation attorney turned holistic conflict resolution expert - to explore how grief, when approached with awareness, can transform both healing and leadership. Together, we discuss the power of emotional intelligence, embodied awareness, and the ways unresolved pain shows up in our personal and professional lives. Ursula shares how listening to the body’s signals - rather than relying solely on strategy - can foster resilience, unlock...

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Ep. 61: Turning a Diagnosis Into Direction with Brandon Marshall show art Ep. 61: Turning a Diagnosis Into Direction with Brandon Marshall

Make Discomfort Your B*tch

In this episode of Make Discomfort Your Btch*, I talk with Brandon Marshall about the moment everything shifted - when he was diagnosed with Type 1 diabetes as an adult. Brandon shares how that unexpected and life-altering diagnosis became a catalyst for radical self-responsibility, deeper self-awareness, and a renewed sense of purpose in both life and business. We explore how learning to live with a chronic illness forced him to stop outsourcing his well-being and start taking ownership of his mindset, habits, and choices. From this deeply personal journey came the values that now shape his...

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Ep. 60: Relearning Hope with Sahar Modares show art Ep. 60: Relearning Hope with Sahar Modares

Make Discomfort Your B*tch

In this powerful conversation, Sahar Modares and I unpack a truth that many of us are just beginning to understand: growth doesn’t have to come through suffering. We talk about how hope is a skill—one many of us need to relearn—and how reclaiming it can shift everything from how we lead to how we live. If you’ve ever felt stuck in the belief that struggle is the only path forward, this episode will breathe fresh air into your mindset and offer a new lens on healing, growth, and resilience. MORE ABOUT SAHAR: Sahar Modares is a catalyst for light, sparking transformation in those she...

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Ep. 59: Becoming Your Own Authority with Tanya Ruckstuhl show art Ep. 59: Becoming Your Own Authority with Tanya Ruckstuhl

Make Discomfort Your B*tch

What does it really mean to become your own authority? In this episode, I sit down with the brilliantly quirky Tanya Ruckstuhl - psychotherapist, writer and author of How to Be a Human and Not An A$$hole - to talk about self-trust, personal growth and why social skills matter now more than ever. We explore how to stop outsourcing your power, navigate relationships with more clarity and embrace the messy, magical work of being fully human. Tune in for wisdom, humor and a few unexpected truth bombs that inevitably drop when two therapists get together.  MORE ABOUT TANYA:  Tanya...

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Ep. 58: Staying With The Discomfort With Hope Rose show art Ep. 58: Staying With The Discomfort With Hope Rose

Make Discomfort Your B*tch

What does it look like to move through discomfort without rushing to escape it? In this honest and powerful episode, I sit down with Hope Rose - former ultra-endurance athlete, self-published author and master of navigating the middle - to talk about what it means to stay with hard things while they’re still happening. We dig into: 🔥 The power of not bypassing discomfort 🧭 Daily practices that support staying present through struggle 🌱 How living intentionally—even in pain—creates lasting transformation 💡 Why discomfort isn’t the enemy, but a teacher Hope doesn’t just...

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Ep. 57: Let Go or Be Dragged — Flow, Trust & the Wisdom of the Wave with Daniel A. Miller show art Ep. 57: Let Go or Be Dragged — Flow, Trust & the Wisdom of the Wave with Daniel A. Miller

Make Discomfort Your B*tch

In this episode, I talk with Daniel A. Miller - best-selling author, poet, painter and former attorney - about what happens when our need for control becomes the very thing holding us back. Danny shares how a series of life-shaking events forced him to confront his tightly gripped approach to life, which was leading to self-neglect and outcomes far from what he truly wanted. Through his book The Way of the Wave and our conversation, Danny invites us to consider a different way: one built on self-trust, acceptance and riding the natural currents of life rather than resisting them. If you’ve...

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More Episodes

If dating feels like a minefield of awkward moments, self-doubt, and uncertainty—you’re not alone. But what if those moments of discomfort were actually the key to deeper connection and personal growth?

In this episode, I sit down with Cat Cantrill, the Scottsdale Matchmaker, to talk about how she helps clients take ownership of their dating experiences, lean into curiosity, and navigate the process with more confidence and ease. Cat’s approach isn’t about playing games—it’s about showing up as your most authentic self and learning to embrace the journey.

This episode is the perfect follow-up to my guest spot on Cat’s podcast, Dear Matchmaker—so start there, then come back for even more wisdom from Cat! You don’t want to miss this conversation. 🎧💡

Just to note, there were a few internet glitches in our conversation that couldn’t quite be edited out so I apologize in advance for any of those tiny disruptions!

SHOW NOTES: 

Dear Matchmaker Podcast Episode

MORE ABOUT CAT:

Cat Cantrill is a renowned matchmaker and dating coach, leveraging her expertise in psychology and sociology to guide singles toward meaningful connections since 2015. As the founder of The Scottsdale Matchmaker, she offers bespoke matchmaking, dating coaching, and styling services, utilizing empathy and relationship science to refine clients' dating strategies. Her approach is practical and no-nonsense, helping individuals gain clarity on what they truly seek in a partner.

Host of the top-ranked podcast, Dear Matchmaker, Cat has been featured on ABC, CBS, PBS, and has been recognized in major publications, including DatingAdvice.com as an industry leader and Fortune Magazine as an elite matchmaker. A native of Scottsdale, Arizona, she divides her time between Iowa and Arizona, balancing her professional endeavors with community involvement.

Links: 

Website: www.scottsdalematchmaker.com

IG: https://www.instagram.com/catcantrill

Facebook: https://www.facebook.com/catcantrill/

TikTok: https://www.tiktok.com/@catcantrill

MORE ABOUT ME:

I'm a mental health therapist, speaker, author and educator who helps organizations bridge the gap between knowing and doing the things that foster well-being, resilience and success. With expertise in school counseling, trauma-informed practices, and social-emotional intelligence (SEI), I help teams address the root causes of issues such as burnout, communication breakdowns, and resistance to change—rather than just treating surface-level symptoms. My engaging, evidence-based approach equips audiences with the skills to navigate discomfort, build trust and create healthier, more adaptive workplaces.

I'm also a "Resolutionist" with Empowered Workplace Dispute Resolution, where I leverage my trauma-informed expertise to guide difficult conversations with compassion and clarity. I create safe spaces for resolving conflicts, turning challenges into growth opportunities. Whether working with frontline workers, organizational teams or educational leaders, I help people feel seen, heard and valued—transforming disputes into deeper understanding.

MORE WAYS TO CONNECT WITH ME:

* Subscribe to my newsletter for exclusive content, the latest news and more! I post a few times a month so I won't be inundating your inbox

* If you know (or are) a business owner, nonprofit leader, or team manager who’s ready to invest in their people and create real, lasting change, connect us! Let’s partner to build workplaces where well-being and success go hand in hand. My online membership space is an incredible and affordable value add that helps you get at the root of obstacles to success and overall wellness. 

* Book me for a workshop or speaking event! Email me at cher@cheranderton.com

* Read or listen to my book Could It Be Better? An unorthodox approach to experiencing more joy and connection in relationships

* Find me @cheranderton on Instagram and TikTok

Disclaimer: My podcast and other work on social platforms are for educational purposes only and are not meant to be a replacement for professional mental health services. We are not creating a client/therapist relationship through social media, including comments and direct messages. This platform is not monitored 24/7 so if you feel unsafe or need immediate help in any way, please call an emergency number that can meet your needs.