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Pain In My Cass Podcast
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© 2025 Pain In My Cass Podcast
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Welcome to Pain In My Cass, the no-BS podcast where life’s struggles meet unapologetic growth. Hosted by Cassandra Jean—aka the original "pain in the ass"—this show is your go-to guide for leveling up your mindset, wellness, and relationships, all while keeping it refreshingly real. Together, we’ll transform your pain into power and embrace the journey to becoming your best self.
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33 Episodes
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#30 In this reflective solo episode, Cass explores the connection between energy alignment and attracting the right partner. She shares lessons from her four-year single journey, unpacking how past versions of herself looked confident on the outside but operated at a frequency that invited relationships misaligned with her worth. Cass dives into evolving preferences in partners, from chasing high-achieving entrepreneurs to considering those who bring out her softer, more authentic self. She c...
#29 Ready to take control of your future? In this transformative episode of Pain In My Cass, we’re breaking down the exact steps to craft your dream life for 2025. What if every morning started in a sanctuary that reflects your soul, with a career that fuels your passion and relationships that elevate you? I’ll guide you through a powerful exercise to envision your ideal future and set bold, actionable intentions to make it happen. Here’s what you’ll gain: ✨ Clarity on Your Vision: Guided pro...
#29 In this transformative solo episode, Cass shares her journey of self-discovery and the intentional steps she’s taking to create a confident future. Learn how rituals like making the bed, practicing oil pulling, and showing up daily for this podcast have fueled her personal growth. Cass discusses the power of consistency, self-reflection, and surrounding yourself with inspiring people—including her experience joining a luxury gym and building a strong, supportive circle. Whether you...
#28: In this powerful episode, we sit down with Ron and Brandon Jackson, twin brothers who transformed their challenging upbringing into a foundation for success. The Jackson twins share how resilience and a strong bond helped them navigate life’s obstacles, balance demanding tech careers, and pursue their passion for impactful content creation. They also discuss navigating cancel culture, staying authentic in today’s digital world, and using adversity as a stepping stone to influence. ...
#27: In this captivating episode, we sit down with Julie Theis, a psychologist, entrepreneur, and breakout star of Netflix’s hit reality show, The Trust. Julie shares her journey to fame, starting with the viral Kylie Jenner Balenciaga controversy, and offers an inside look at the alliances, rivalries, and drama that defined her time on the show. She delves into her high-profile showmance with Jake, revealing what unfolded behind the scenes and after the cameras stopped rolling. Julie a...
#26: In this episode, fitness coach Bryan Pollard reveals how leveraging data transforms fitness goals into measurable success. Discover his proven strategies for creating customized workout plans, building discipline, and achieving peak performance. Bryan shares his personal fitness journey, offering actionable insights into how fitness impacts mindset and life transformation. We also explore the critical role of aligned values in relationships and how they can support long-ter...
#25: In this compelling episode, Jenn Crowshaw takes us through her post-divorce journey of rediscovery, sharing how she navigates Austin’s dating scene with authenticity and a Gen Z spirit. Jenn opens up about breaking free from religious constraints, embracing her femininity, and finding independence through transformative experiences. We dive into the challenges of dating as a single parent, offering insights into how relationships with children reshape the pursuit of new love. Tune...
#24: In today’s episode, we explore the intricate worlds of mental health, beauty, and the unexpected spiritual paths that tie into our daily lives. With a mix of humor and raw honesty, we delve into the transformative power of therapy and the unique kind of self-reflection that podcasting brings, almost like a therapy session in its own right. This week, we’re spilling the tea with a special guest who ditched the conventional medical field for the creative realms of the beauty industry. She...
#23: Join us for an inspiring conversation with Nancy Ruiz, an entrepreneur redefining success after a life-changing breakup. In this episode, Nancy shares the highs and lows of her journey, from rediscovering self-worth to thriving in her multifaceted career. Nancy takes us behind the scenes of her entrepreneurial adventures, recounting stories from the McDade, TX watermelon festival to Austin’s bustling community. She previews her upcoming fashion show, dives into the success of her "Nancy ...
#21: This week, we sit down with the incredible Jane Santiago, whose story is a powerful blend of Puerto Rican and Korean heritage, resilience, and self-discovery. From growing up in a military family to navigating societal prejudice, Jane shares the courage it takes to embrace her identity and thrive in a world full of stereotypes. In this episode, we explore the vibrant dating scene in Austin, the transformative power of friendship, and the serendipitous moments that bring strangers togethe...
#20: Join us as we sit down with Matthew Iommi, the dynamic CEO of Fetii, a ride-sharing startup revolutionizing urban mobility. From humble beginnings to leading a party bus empire, Matthew shares his entrepreneurial journey, filled with grit, creativity, and the power of strategic partnerships. In this episode, we dive into the challenges of starting a business from scratch, including navigating cash transactions and breakdowns, and how Matthew turned these hurdles into stepping stones for ...
#19: Join us as we sit down with Mike Johnson, reality TV star from The Bachelorette, sexologist, and advocate for mental health. From the military to the spotlight of reality television, Mike shares his transformative journey and how Austin, Texas, continues to shape his perspective on love and life. In this episode, Mike opens up about navigating fame, staying authentic, and charting a path beyond reality TV with savvy business ventures and sound financial planning. As a sexologist, he brin...
#18: Join us as we take a deep dive into the intricate world of relationships, therapy, and modern dating. This episode is a raw and honest look at the expectations that shape our love lives, the importance of shared passions, and the transformative power of unconditional love that respects personal boundaries. We explore the role of therapy as a safe space to navigate private struggles and the importance of intellectual parity in building meaningful partnerships. From dismantling societal no...
#17: Join us as we share the heartfelt and serendipitous origin story behind In the Lobby. From an unexpected meeting in a lobby to navigating career setbacks, platonic friendship, and the quirks of Austin’s dating scene, this episode dives deep into the connections that shape us. We recount how a denied podcast co-hosting pitch turned into the collaboration of a lifetime, offering a raw and hilarious look at the ups and downs of building a partnership. Along the way, we explore breakups, dat...
#22: In this solo episode, Cassandra dives deep into the realities of modern dating. Reflecting on her recent experience with a seemingly perfect match, she shares powerful insights on self-love, attachment styles, and the delusions we create while searching for "the one." Explore the highs and lows of dating apps, the challenges of chasing fantasies, and the importance of balancing vulnerability with authenticity. Cassandra unpacks the red flags we ignore, the role of validation in relations...
#16: Join us as we sit down with Karen Rico—corporate professional, author, entrepreneur, and Airbnb host—whose journey is nothing short of inspiring. Karen, the author of Manifesting a Size 0, shares her insights on navigating the challenges of corporate America, embracing the chaos of your 20s, and using manifestation as a powerful tool to create the life of your dreams. In this episode, Karen opens up about the realities of balancing a demanding career with entrepreneurial pursuits and how...
#15: In this heartfelt solo episode, Cassandra takes a moment to remind all the “bad Bs” out there that it’s okay to have sad days—even during the whirlwind of the holiday season. With the hustle and bustle of the holidays often amplifying stress and emotions, Cassandra gets real about navigating the tough moments and embracing vulnerability. She shares personal reflections on how even the most confident and resilient people need space to feel their emotions and why prioritizing self-care dur...
#14: Join us as we sit down with Tanner Friesen and Brooklyn Browning, the dynamic duo behind Secret Disco Society, a thriving community initiative in Austin, TX. After overcoming divorces at a young age, Tanner and Brooklyn turned their shared experiences into a mission to connect people and foster meaningful relationships through creativity and collaboration. In this episode, Tanner, an engineer with boundless energy and a passion for innovation, shares how his work on projects like Sphere ...
#13: Join us as we sit down with Austin Sutor, the visionary founder of HOUSE OF DREAMR, an American luxury brand redefining street style from its home base in Austin, TX. Once an athlete, Auston discovered his true calling as a creative, channeling his passion into writing and fashion design. In this episode, Austin opens up about his struggles with mental health, the challenges of overcoming negative feedback, and the transformative power of believing in your worth. He shares how self-confi...
#12: Join us as we sit down with Ryan Gallego, the visionary founder of Pouch 6 Studios, who’s on a mission to build a media empire. Ryan has mastered the art of video content, generating over $4 million in revenue for his clients and redefining the creative landscape in Austin, TX. In this episode, Ryan shares his inspiring journey from corporate finance to creative entrepreneurship, how a transformative experience at Yacht Week led him to discover his true calling, and his groundbreaking pl...
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