Episode 40 of the Better, Best Podcast live from Revolt House at SXSW was one for the books!

This conversation with Jack Howard, Head of Money Wellness at Ally Financial, was bigger than budgets and credit scores—it was about the emotional relationship we all have with money. From “poverty PTSD” to credit card cycles, from first-generation wealth building to marriage, entrepreneurship, and generational legacy; Charles and Shireen set the stage for a raw conversation on money, marriage, and breaking generational cycles.

0:03 - 1:12 What is “Money Wellness”?;

Jack breaks down the difference between financial literacy vs. money wellness: one is math, the other is your relationship with money.

2:18 -3:36 “Poverty PTSD” + Scarcity Mindset;

Shireen opens up about refusing to use autopay because childhood financial stress taught her to always stay in control.

3:41 - 5:00 Your First Memory of Money;

The conversation shifts to how childhood money stories shape adult spending habits and financial anxiety.

5:00 - 6:08 Rewriting Your Money Beliefs;

Jack introduces money mantras and explains how abundance starts with changing internal narratives.

6:10 - 9:21 Charles’ Prom Story + Fear of Hearing “No”; A powerful reflection on how one high school moment shaped his relationship with money, success, and spending.

9:31 - 12:49 Emotional Spending + Credit Card Debt; Jack gets honest about how high earners can still get trapped in spending cycles when emotions drive financial decisions.

13:02 - 17:57 The Return on Joy; One of the biggest gems: Does your spending reflect your values? Or are you just buying for validation?

18:18 - 23:29 Founder Money Energy;

What healthy money habits actually look like for entrepreneurs balancing risk, business growth, and real life.

23:56 - 27:34 Money Conversations in Relationships; The must-ask questions every couple should discuss early: money stories, values, goals, and yes… credit scores too

Money isn’t just numbers. It’s values. It’s trauma, It’s identity. It’s freedom and legacy. And if you don’t understand your money story… your money story will keep writing itself. 

Make sure you follow our guest Jack Howard @jackhoward_gems and keep up with us @forbetterorbestpod xoxo 

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Marriage isn’t just the highlight reel, it’s the quirks, the compromises, the petty debates, and the deep love that keeps two people choosing each other every day. In this episode, Charles and Shireen pull back the curtain on ten years of partnership, from fur‑coat miracles to thermostat wars to the art of minding your business in your friends’ relationships. It’s honest, hilarious, and a reminder that real love is built in the everyday moments.

00:00-02:20 The Fur Coat Enters the Chat

Shireen arrives in a full fur and Charles is stunned; the story behind how she got it is even wilder.

02:2-04:40 The 'Buy Nothing' Blessing

A Facebook group, perfect timing, and a free fur coat that feels like divine provision.

04:40-07:00 “You Can’t Receive With a Closed Fist”

Charles drops a quote (that may or may not be T.D. Jakes) and they unpack the magic of unexpected gifts.

07:00-09:00 Married to Medicine & Marriage Commentary

Watching reality TV sparks a conversation about boundaries, friendships, and who gets to comment on your relationship.

09:00-12:00 Should Friends Give Relationship Advice?

Charles explains why he minds his business, and Shireen admits she had to learn that lesson the hard way.

12:00-15:00 Complaints vs. Crisis

Why venting doesn’t always mean disaster; and how to listen without absorbing someone else’s relationship energy.

15:00-17:30 Dating Advice vs. Marriage Advice

Shireen draws a clear line: dating is flexible, marriage is commitment; and the guidance should reflect that.

17:30-20:00 The 80/20 Rule & Choosing Your 90%

They break down focusing on what works instead of obsessing over the 10% that doesn’t.

20:00-23:00 Signature Annoying Habits

From accountability avoidance to questioning directives; the couple lovingly calls each other out.

23:00-27:00 Money, Shoes & The Great Organizer Debate

A $1,000 pair of Louboutins, a garage project, and a disagreement about hiring help.

27:00-31:00 | Clutter, Hoarding & Household Mental Load

They unpack generational habits, home management, and the invisible labor that shapes daily life.

31:00-36:00 Cooking, Cleaning & Kitchen Chaos

Charles cooks like a king and cleans like… absolutely not. Shireen testifies.

36:00-40:00 Feet Cuddling & Thermostat Wars

Cold feet, warm bodies, and the eternal battle over the house temperature.

40:00-44:30 Protecting Your Partner & Public Commentary

Why nobody gets to talk about your spouse; not friends, not castmates, not strangers online.

44:30 Vows, Reddit Drama & A 10‑Year Celebration

The Kuykendolls tease their upcoming vow renewal, vow-writing rules (no ChatGPT allowed), and the joy of choosing each other again xoxo

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The holidays get real when you’re hosting two full families, juggling gift expectations, assigning rooms, and trying to keep the peace. In this episode, the Kuykendolls break down their first big Christmas in the new house — the joy, the chaos, the “Hunger Games” sleeping chart, and the sweet moments that made it all worth it. If you’ve ever tried to host during the holidays, you can relate! 

0:00–2:00 - Beyoncé Date Night & Destiny’s Child Chaos; Shireen defends her vocals, Charles critiques, and they spiral into a Beyoncé/Kelly/Michelle debate.

2:00–3:40 - New Year Rules & “Elevation Information” Debuts; When is it too late to say Happy New Year? The couple sets the official cutoff and launches their new segment.

3:40–5:00 - Holiday Greetings, Inclusivity & December Etiquette; Why “Happy Holidays” is the safest bet, and how to avoid offending people during the season.

5:00–7:10 - The Africa Trip That Didn’t Happen; The plan for Ghana + Cape Town, why it fell through, and why staying home turned out to be the blessing they didn’t know they needed.

7:10–8:30 - Hosting Christmas in the New House; Inviting both families, rushing to furnish the house, and preparing for the biggest holiday gathering yet.

8:30–10:00 - Weeks of Visitors & The Bed‑and‑Breakfast Era; The house becomes a rotating inn, and the kids get to see both sides of the family together for the first time in years.

10:00–12:15 - How They Navigated Holidays While Dating; Food diplomacy, family priorities, and why splitting up for the holidays was never an option.

12:15–16:00 - Tradition vs. “New Age” Holiday Boundaries; The debate around creating your own nuclear‑family traditions vs. showing up for your people.

16:00–22:00 - The Housing Hunger Games: Who Gets a Room?; Assigning rooms, managing expectations, grandma guilt trips, hotel diplomacy, and the complicated holiday‑hosting matrix.

22:00–27:00 - Who Counts as an Adult? Gift‑Giving Rules; The official cutoff for receiving gifts, introducing White Elephant for adults, and the “new adults” stepping into their gifting era.

27:00–29:00 - CJ’s Generosity & The Spirit of Giving; A sweet moment: CJ chooses giving over receiving and surprises his parents with a thoughtful gift from his own savings.

29:00–33:00 - The Dior Saddlebag Mission; Charles’ Amsterdam layover adventure, the Chanel rejection, and the Christmas surprise that almost made Shireen cry.

33:00 - Final Reflections & Future Holiday Traditions; Gratitude, repairing family relationships, and the vision for an elevated White Elephant with friends next year.

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This week we welcome our first guest of the season: beauty creator, lifestyle blogger, mom, and digital OG It’s My Raye Raye. From her Tumblr beginnings to becoming one of YouTube’s early success stories, Raye breaks down how the creator landscape has evolved, how she protects her peace, and why authenticity still wins in 2026. We also get into the wild story of how we met and became friends, parenting in the public eye, creator burnout, and a MAJOR announcement she drops exclusively on the pod!

0:00–1:30 It's the Rasheed Wallace number episode!

1:30–2:05 “All Black Everything,” lotion jokes & Crown Skin shoutout  

2:05–3:12 Introducing our lovely friend/guest: It’s My Raye Raye  

3:12–5:13 The origin of the name “It’s My Raye Raye”  

5:13–8:13 Becoming a YouTube OG: experimental Tumblr era → repost culture → early success  

8:13–9:32 “There’s enough for everybody” creator wisdom  

9:32–12:13 Charles’ viral R&B Nightfall party moment + the universe made the connection  

12:13–14:14 Realizing we lived two doors down + instant friendship  

14:14–15:54 The pressure of “What’s next?” and the shift in content culture

15:54–17:36 Boundaries, oversharing & protecting your peace online  

17:36–19:47 YouTube → Instagram → TikTok: navigating platform shifts  

19:47–21:37 Parenting, privacy & letting kids set their own boundaries  

21:37–23:18 YouTube comments vs. Instagram comments: which is harsher?  

23:18–26:02 Developing thick skin + the “Joe, you need help” troll story  

26:02–27:46 Glam + goofy: embracing duality and staying true to yourself

27:46–28:21 Why authenticity always wins on social media  

28:21–29:28 Raye’s top 3 creator tips: consistency, representation, be yourself  

29:28–30:14 Competing with Gen Z + why representation matters now  

30:14–30:53 Posting rhythm: Type Z scheduling & avoiding burnout  

30:53–31:13 “Reduce, reuse, recycle”: repurposing content to stay sane  

31:13–31:36 Major announcement: Raye’s launching a haircare line  

31:36–32:05 Inspired by her daughter Zoe + setting her up for life  

32:05–33:31 What she wants to see in 2026: more grace, less judgment  

33:31 Closing out with love, gratitude & where to find Raye

Tap in with our guest @ItsMyRayeRaye on all platforms!

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***Please excuse the audio glitch in the beginning of this episode***

In this Meta World Peace episode (number 37), Charles and Shireen sit with close friends/chosen family Bridget Kelly and René Daniela for a warm, funny, and honest conversation about real friendship in your 30s - showing up, building a village, and celebrating each other through every season.

00:00 - 03:18 Charles opens the show mid‑obsession with rewatching his own IG stories, setting the tone for a hilarious conversation about self‑love, storytelling, and friendship energy.

03:18 - 04:56 Shireen steps in as the “phenomenal host” while Charles showers her with praise. Bridget and René join as official “friends of the pod,” kicking off the theme: Thank You for Being a Friend.

04:56 - 05:27 Shifting to positive friendships: Shireen reflects on leaving behind the 10% of negativity and choosing to focus her energy on the 90% of supportive, loving friendships.

05:27 - 06:36 A conversation inspired by KevOnStage: choosing to acknowledge positive comments first and how that shift changes your emotional landscape.

06:36 - 09:40 Charles’ IG story ritual exposed: The group roasts Charles for watching his own IG stories on loop at full volume for 24 hours straight, even static photos with music. A masterclass in New York trolling-as-love-language.

09:40 - 11:01 The Newer Friends Who Became Family: Shireen and Charles reflect on how Bridget and René, despite being newer friends, consistently show up — flights booked, schedules rearranged, no hesitation.

11:01 - 12:38 Friendship Methodology: Intentionality & Inconvenience; Bridget breaks down how adult friendships require time, intention, and sometimes inconvenience — and why showing up matters more as life gets fuller.

12:38 - 14:46 The Alaskan King Crab Chronicles: A comedic detour into René’s obsession with telling people she gets “Alaskan king crab” at their house — not snow crab, not blue crab — Alaskan king crab. A running joke that reveals how reciprocity shows up in their circle.

14:46 - 20:54 Building a Village & Being a Villager; René shares her perspective as a single, globally raised woman who pours deeply into her friendships — and why having a village requires being an active villager.

20:54 - 25:30 Full Cup Friendships & Re‑Categorizing with Grace; René explains how she starts everyone at 100%, gives grace, and adjusts expectations based on reciprocity — without taking things personally. A powerful framework for adult friendship.

25:30 - 33:19 The Five Pillars of Successful Friendship: Communication, Presence, Prioritization, Quality over quantity, Showing yourself friendly, plus a bonus: giving grace.

33:19 - 34:47 Celebrating Growth & Being Each Other’s Cheerleaders; Charles reflects on his Art Basel evolution; from plus‑one to having “Charles Beloved Productions” on the screens, and honors Bridget and René for being unwavering supporters through every season.

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This Christmas‑Eve episode starts with jokes and ends with real life. Charles and Shireen are no strangers to silver linings, so the two open up the "Kevin Durant episode" talking about about grief, friendship, entrepreneurship, mental health, and the wild ride that was 2025. If you’ve been waiting for a sign to stop delaying your dreams… this is it.

3:19 - What If It All Works Out?  Reflecting on risk‑taking, the promises of 2026, and the sudden loss of DJ Commando and why Charles is done bottling emotions.

6:31 -Shireen touches on losing Chyna; reminder that tomorrow isn’t promised and why you should “start today.”

9:02 - Check on your strong friends! It's important to double‑check on your people, reading their energy, and being intentional beyond social media.

12:03 - Stop waiting on your dreams; the Kuykendolls share how grief pushed them both to stop delaying the things they’re called to do.

14:58 - Laying the groundwork; Charles explains why he wasn’t ready for entrepreneurship five years ago — and what changed.

19:42 - Money vs. Power ; Choosing creative control, building the right team, and scaling without losing yourself in the process

24:45 - The podcast almost ended; the metrics said “quit,” but purpose said “keep going.” And then Revolt called

30:11 - Celebrating 2025; Dubai with the kids, Essence Fest, Cannes, McDonald’s, Microsoft, Afrotech, Oxtail Off - and still being nervous about what’s next.

33:56 - Health, fertility, new IPs & hope will be the focus for 2026 

Peace, normal blood pressure, new ideas, their 10‑year anniversary, leads us back to consider:  What if it all works out?

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It's our Shaq/Scottie Pippen episode y'all! This week the Beloveds needed to keep spilling the tea about the chaotic blessings of their big move, sharing how much transparency and patience was required both at the bank and driving the streets in Houston.

00:02:17 – Kuykendolls recall their most stressful season while moving.

00:04:25 – Triple financial strain: From Airbnb rent, old mortgage, and new house costs.

00:05:02 – Exhausting daily school commutes highlight the unsustainable setup.

00:06:27 – Shireen's birthday wish: forget the party, just sell the house.

00:07:31 – The cash buyer’s funds never materialize, leaving them stuck in limbo.

00:10:32 – Shireen’s corporate job/credit secures loan when Charles’s business income disqualifies him.

00:19:36 – Breakthrough: A local Houston lender offers a bank statement loan, restoring hope.

00:23:43 – Multiple low appraisals force tough negotiations and transparency with friends.

00:25:53 – The family finally moves in; kids are thriving, Mama Tina is settled, the vision for their 40s affirmed.

00:27:47 – A rental solution emerges just in time, preventing double mortgage payments.

00:30:08 – Reflection: This Houston era brings relief, new opportunities, and entrepreneurial energy.

00:31:24 – Houston praised for affordability and generational wealth potential compared to LA.

00:32:25 – Downsides: Houston drivers and road rage frustrations.

00:33:50 – Anecdote: Shireen's first cracked windshield from trucks in fast lane.

00:34:35 – Fashion differences: Houston’s stricter dress codes vs. LA’s laid‑back, homeless chic vibes.

00:36:41 – Food comparison: Houston’s diverse, flavorful scene far surpasses LA’s (sorry to our LA friends😂)

00:37:21 – Houston cost of living perks: cheap gas, bigger homes, better quality of life.

00:38:07 – Career reflections: centralized travel, bookings and business connections are still strong in LA, despite them leaving.

00:38:46 – A good friend reminds them they still own their LA house — future possibilities remain open.

00:39:00 – Now comes the excitement for Houston adventures, gratitude, and promise of a new season.

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We're back! Season 4 opens with a healthy dose of chaos and comedy: Essence Fest highs, a big move to Houston, scammy movers, bird invasions, trap house apartments, and finally a realtor’s offer. Episode 33 is a rollercoaster of "broke" dreams and big laughs.

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Season 3 finale! We did it, Joe! Every season there's a moment of questioning whether or not to continue the pod, but the outpouring of love, support and encouragement has grown more and more, so we will keep the party going. Shireen and Charles circle back to the Oxtail Off and how they forgot to mention their silent partner; ChatGPT. Shireen says she and Charles were early on the AI bandwagon, and he credits Morgan Debaun, CEO of Blavity for explaining the benefits of it. At Afrotech, it was introduced as a "thought partner", meant to be asked specific questions to provide ideas and layers you may not have considered before(1:02-6:50). Detailed prompts provide detailed outlines or decks. Paying max $200 for a completed deck from AI versus a few thousand was a win! Shireen chimes in to share that she uses AI for personal and professional things. The company she works for warned everyone to be cautious when using, especially when it comes to sensitive data. She also warns everyone not to input any confidential or proprietary information for your own protection, you never know who could potentially access it later. Shireen says her only concern is for the youth, who don't necessarily have the writing/comprehension skills, they just want to turn their brains off. Charles jokes that if he were apart of this upcoming generation that he would be dumb, he would've relied on it for everything, since he claims to have been the king of Cliffnotes(IYKYK) back in high school(7:48-16:01). Charles admits to going back and forth in the comments defending his use of AI in place of human creatives, but emphasizes the importance of discerning when/where to apply it. Switching gears, Charles says it would be nice for AI to clone them for all the travel they have coming up this summer, since that schedule is the main reason for season 3 coming to a close. Charles lists all the amazing events he's got on the calendar(18:21-24:03). Shireen shares her excitement about CJ's birthday party, saying its his first one in a while, they usually take trips to celebrate. She looks forward to planning the next installment of Oxtail Off and all of Charles' accomplishments. This next season will be even more abundant! Both Charles and Shireen are grateful for the continued growth and hope to see y'all outside in these streets! Run up and tell Charles if he's funny in real life, Shireen has too much second hand anxiety for anybody new trying comedy. Have a great summer and we'll see y'all soon! Keep up with us on IG @forbetterrorbestpod and follow us in the off season! @beloved1906 @miss_deme Like, Subscribe, Comment, and Share! xoxo

Keep up with us on IG @forbetterrorbestpod and follow us in the off season! @beloved1906 @miss_deme

Like, Subscribe, Comment, and Share! xoxo

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It's giving double date! We've got our first married guests, close friends and chosen family Jessica and Marcus Cromartie on today's episode. Charles kicks it off by sharing how he met Jess in NYC many years ago, while she was building her influencer profile. Now 10+ years later, they've been apart of each other's journeys into marriage/parenthood. Marcus joined the friend group 5 years ago, citing that he and Jess became friends first. He fit in with Charles immediately, blending the friend circles organically. Jess talks about becoming a curly hair influencer when she started building her following but didn't want to be limited to hair brands, she wanted lifestyle/travel partnerships as well. She recalls her audience feeling slighted when she moved to LA and started straightening her hair as part of a rebrand(2:12-8:23). Jess' brand has evolved over the years, and gained more of following with every milestone, from her travel/beauty moments to family content. They went viral on Shade Room with their new baby. Charles asks how she has thick skin, Shireen asks Marcus how he got accustomed to it as well. Having been in the NFL, Marcus was familiar with hecklers and haters and pays them no mind. He expresses pride in how creative she is with content ideas and how vulnerable she is online. Marcus explains his level of focus and faith that helped him in the NFL and helped him pivot. He got his MBA during the pandemic and transitioned into being an agent and encourages people to ask themselves, "why not you?"(9:04-16:59). Shireen shifts the convo to how they met, on Hinge, and they were both looking for different things. Jess says she was being intentional in looking to date and Marcus admits to looking to have fun. It was the pandemic so no one knew what to expect. They met and became friends and after a few months Jess was ready to commit and Marcus wasn't sure, in the middle of figuring out his next career steps. Shireen advised Jess to cut him off while he figured himself out, saying nothing will make a man come back to you faster than leaving a man alone. Marcus was honest and honorable about where he was and they took a step back before deciding to build a life with each other(18:19-26:05). Charles mentions how connected he was with his bonus mom growing up, noting that Jess stepped into her role as a bonus mom. Jess took her time bonding with MJ, Marcus' son, and now having their daughter Kendall, the blend has been great. Marcus always prioritized being a present father, which Jess loved. Marcus acknowledges that bonus mothers are under more pressure to create that support and gives her praise for letting him lead and helping her customize her role(27:22-34:06). Shireen asks Jess about her transition into motherhood and what challenges she's faced. Jess had a bit of anxiety around life changes but thanked God for having an easy baby. Marcus jumps in to praise her for giving birth naturally in their living room. Sharing that content helped with the numbers online as well! Marcus tells first time parents to be patient and communicative with each other, because everything changes rapidly. Jess speaks about sleep training the baby at 5mo and how that has helped her prioritize her self care and more time for her and Marcus. Marcus stresses that putting their marriage first makes them closer and makes them better parents. Charles shares the turning point in his union with Shireen was a couples trip they took with Jess and Marcus that reminded them how much they love each other. Shout out to solid friends who grow with us and make our lives better!

Follow our guests @heygorjess and @cromartie_m 

Keep up with us on IG @forbetterorbestpod

Listen to us on Apple and Spotify! Like, Subscribe, Comment and Share! xoxo

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