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Lindsay Oakes & Cleveland Oakes

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The Devil You Don’t KnowThe Devil You Don’t KnowJack Ruins Everything: When Adult Children Hijack Your PeaceSend us a textCleveland and Lindsay explore the problem of adult children controlling their parents' lives, sparked by overhearing a family vacation conversation about how "Jack ruins everything." They examine the balance between loving your adult children and preventing them from disrupting your peace and happiness.• Adult children are guests in your home, not entitled residents• Setting boundaries doesn't mean you don't love your children• Cultural differences in the Caribbean demonstrate greater respect and reduced entitlement• Reciprocity is crucial in all relationships—adult children must contribute to the household• Your peace should...2025-07-1749 minThe Devil You Don’t KnowThe Devil You Don’t KnowThe Alchemy of Acceptance: The Power of Embracing Your PainSend us a textWe explore the concept of emotional acceptance and how confronting rather than avoiding difficult feelings is essential to healing from trauma. Transformation happens when we learn to accept our emotions and reframe our relationship with past pain.• Understanding why "you've got to feel it to heal it"• Exploring how trauma physically lives in the body as "issues in the tissues"• Learning about the destructive impact of shame and negative core beliefs• Recognizing unhelpful coping mechanisms like distraction and substance use• Practicing the RAIN method—Recognize, Allow, Investigate, Nurture...2025-06-3040 minThe Devil You Don’t KnowThe Devil You Don’t KnowThe Window, The Car, and The Dress: Tales from the Parenting TrenchesSend us a textLindsay and Cleveland explore the messy reality of parenting through recent chaotic events in their household, from a crashed car and shattered picture window to prom dress drama and boundary-setting with young adult children.• A car crash in the driveway leads to insurance claims and unexpected Enterprise rental experiences• The Queen Mom's prom dress saga involves ordering twenty dresses and last-minute shoe shopping• A well-intentioned furniture cleaning attempt results in a shattered custom picture window• "Huckleberry Tim" tests boundaries by staying out until early morning and inviting unauthorized house gu...2025-06-2427 minThe Devil You Don’t KnowThe Devil You Don’t KnowWhy Trusting Your Gut Changes EverythingSend us a textMost people don't trust themselves, constantly seeking external validation and living unhappy lives despite trying to please everyone around them.• Self-trust means being comfortable with who you are rather than constantly seeking approval• When you don't trust yourself, you give up command of your life and surrender your agency• Setting boundaries aligns with self-trust and allows you to identify who respects you• Family relationships often challenge our self-trust when we're expected to compromise our needs• Trusting yourself leads to authentic relationships rather than people-pleasing interactions• The Three A's fo...2025-06-1447 minThe Devil You Don’t KnowThe Devil You Don’t KnowThe Gravity of Unspoken Expectations: Why Your Partner Isn't a Mind ReaderSend us a textCleveland and Lindsay return after a long break to tackle the frustrating phenomenon of silent scripts in relationships and why expecting your partner to read your mind sets you both up for failure.• Silent scripts are unspoken expectations we have for our partners but never communicate directly• The absurdity of expecting mind-reading from partners when we'd never expect it in other relationships• Covert contracts create one-sided agreements where we expect something in return without expressing it• Authentic communication about needs and expectations is crucial from the very beginning of relat...2025-04-1358 minThe Devil You Don’t KnowThe Devil You Don’t KnowSeparate and Unequal: America's School Segregation CrisisSend us a textEducational segregation in America has reached crisis levels, with schools more segregated today than in the 1980s, despite Brown v. Board of Education supposedly ending this practice decades ago. We explore how systemic issues including funding disparities, zoning policies, and power structures maintain educational inequality across racial and economic lines.• Shocking statistics reveal non-white school districts receive $23 billion less annually than white districts• The podcast "Nice White Parents" demonstrates how gentrification can lead to school takeovers that further marginalize existing students• Personal stories about navigating school choices in New York C...2025-03-0954 minThe Devil You Don’t KnowThe Devil You Don’t KnowBuilding Connection Through Chaos: Finding Community in Unexpected PlacesSend us a textWhat happens when you blend the chaos of a kitchen flood with the warmth of a vegan Friendsgiving? Join us as we share our latest escapades, from Cleveland's ponderings of a PhD amidst his return to the office grind to Lindsay's unwavering resolve to steer clear of academia. Our Thanksgiving tales range from serene home-cooked vegan roasts to the bustling camaraderie of Friendsgiving, all while juggling Cleveland's quirky feats of knowledge and his hilarious domestic faux pas. Have you ever wondered how finding your "sangha" could transform your life? We explore t...2024-12-021h 01The Devil You Don’t KnowThe Devil You Don’t Know60% In: The Struggle with Partial Commitments, Investing in Self Worth for Healthier ConnectionsSend us a textEver wondered why partial commitments can feel like a full-time strain? Join us as we crack open the emotional rollercoaster of half-hearted investments in relationships and the unique challenges faced by house husbands. Cleveland shares his candid experiences of maintaining a clean home while Lindsay spills the tea on her binge-worthy obsession with "Gilmore Girls" and her dreamy vacation plans to Nevis. Through humor and heartfelt conversations, we explore how these partial commitments impact mental health, self-esteem, and overall wellness, making a compelling case for the joys of feeling truly appreciated.2024-09-301h 03The Devil You Don’t KnowThe Devil You Don’t KnowEmbracing Self-Awareness: The Power of Looking Inward for True FulfillmentSend us a textEver wondered why some people seem genuinely content while others constantly chase external approval? We kick off this episode reflecting on a quote from a silent retreat: "Who looks inside awakens, who looks outside dreams." This sets the stage for a profound exploration of the importance of internal validation, especially as social media and election year pressures mount. Cleveland shares a touching story about his child's decision to join a church, sparking discussions on how to support loved ones' beliefs while respecting personal boundaries. You'll laugh along as we recount a f...2024-09-171h 03The Devil You Don’t KnowThe Devil You Don’t KnowWinding Roads and The Complexities of Growing UpSend us a textImagine navigating the winding, guardrail-less roads of Tortola, the landscape as thrilling as it is breathtaking. In this episode of "The Devil You Do Not Know," we share our exhilarating Caribbean adventure, from Cleveland's keen interest in U.S. politics to Lindsay's delightful exploration of local cuisine and literature. The journey to Lindsay's parents' cottage adds a layer of excitement, comparing the unique driving challenges of Tortola to those of Barbados, turning a relaxing island vacation into an unexpected thrill ride.Transitioning from our island escapades, we tackle the nuanced journey...2024-07-2348 minThe Devil You Don’t KnowThe Devil You Don’t KnowFrom the Ashes: Embracing Failure for GrowthSend us a textWhat if failure wasn't something to fear, but something to celebrate? Discover how embracing failure can be the key to unlocking success in both your personal and professional life. Join us as we share inspiring stories, including Lindsay’s triumphant journey to becoming a licensed psychotherapist and our adventurous escapade in the Catskills, complete with a quirky wood-fired hot tub and an unexpected encounter with a black bear.Dive into the wisdom of Jack Kornfield, a revered meditation teacher and former Buddhist monk, who believes that failure is essential for personal gr...2024-07-0255 minThe Devil You Don’t KnowThe Devil You Don’t KnowBeyond the Horizon: Unpacking the Transformative Power of VacationSend us a textEver wondered how a week of basking under the Barbadian sun could rejuvenate your soul? Cleveland and I, Lindsay, are back from our indulgent escape to the Sugar Cane Club, ready to share how sinking our toes into the sandy beaches and savoring vegan delights helped us unwind and unplug. From the secluded luxury of our resort to the culinary treasures at Tides and Lone Star, we relive every tranquil sunset and mouthwatering meal that left us more connected and content than ever.This episode isn't just about the bliss of...2024-04-2354 min