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In this episode of Cup of Conversation, we’re getting real about why so many of us are exhausted, overwhelmed, and running on empty — and how a lot of it comes from unnecessary, self-imposed obligations.

From “that’s what you’re supposed to do for family” to “that’s what your husband deserves,” we unpack the silent pressures that keep us overextending ourselves at the cost of our own mental, emotional, and physical health.

We talk about:
☕ The difference between showing up and self-sabotaging
☕ How guilt keeps us stuck in unhealthy cycles
☕ What healthy boundaries actually look like in real life
☕ When to compromise — and when to stand firm
☕ Choosing yourself without burning bridges

If you’ve been feeling stretched too thin, emotionally drained, or like everyone gets the best of you except you… this episode is for you.

🎧 Tap in, grab your cup, and let’s talk about choosing boundaries over burnout.

#CupOfConversation #BoundariesOverBurnout #EmotionalWellness #SelfCare #MentalHealthTalk #Healing #Relationships #FamilyDynamics #BurnoutCulture #ChooseYou

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Welcome to our first episode of 2026 — Episode 95 of the Cup of Conversation Podcast! ☕️

In this episode, we start the year with honesty, growth, and a little controversy. During our Cup of Controversy segment, we unpack the conversation sparked by Charlamagne’s comments about Wendy on Pour Minds, diving into the idea of karma, public opinions, and what it means to speak openly while still evolving. When you’re constantly on the mic and growing in real time, what happens when your views change?

Our main conversation centers on Soft Life vs Survival Mode — a topic that hits especially hard in today’s hustle culture. We discuss how men’s upbringing and their relationship with their mothers can shape the type of partner they desire, whether that’s a soft-life woman or someone who mirrors survival mode. We also challenge the belief that struggle equals strength and ask the real question:

👉 When did being tired become a badge of honor?

Coco shares her perspective that all women deserve a soft life, and we explore whether a soft life is a privilege—or something we owe to ourselves regardless of circumstance.

In this episode, we discuss:

• Conforming to trends vs staying authentic to your voice
• Karma, accountability, and growth in public spaces
• Speaking your truth while evolving
• Soft life vs survival mode mentality
• How upbringing shapes relationship expectations
• Why exhaustion shouldn’t equal success

This episode sets the tone for 2026: intentional, reflective, and unafraid to ask uncomfortable questions.

🎧 Tap in, sip with us, and join the conversation.

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A new year doesn’t mean much if your mindset stays the same. In this episode, we get real about fear, risk, and the choices we make when comfort feels safer than growth. From unlearning the word “can’t” to questioning why stability is often valued over happiness, we unpack how fear keeps so many people stuck—especially when kids, money, and societal expectations are involved.

We talk about what it really means to take risks, why failing early can be an advantage, and how being uncomfortable might be the very thing that unlocks what’s on the other side. The conversation also dives into health, career choices, generational pressure, and why making yourself the brand matters more than ever in today’s world.

This episode is for anyone feeling torn between security and fulfillment, anyone starting over, and anyone who knows they want more but isn’t sure how brave they’re allowed to be. New year, new mindset—but only if you’re willing to choose it. ☕✨

Hope your cup is full.

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Starting over sounds exciting… until it’s time to actually start.

In this episode of Cup of Conversation, we unpack what it really means to begin when fear, doubt, and uncertainty are in the room. Whether you’re thinking about quitting a job, starting a new career, reviving a plan you buried years ago, or simply trying again after falling off, this conversation is for you.

We talk about why starting feels scary even when change is what we want, how to tell the difference between temporary discomfort and a deeper call to purpose, and why playing it “safe” can quietly cost you growth, peace, and opportunity. We challenge the idea that motivation will magically show up and instead explore how habits, discipline, and clarity move you forward even when confidence hasn’t caught up yet.

This episode also breaks down real-life self-sabotage patterns like procrastination, perfectionism, and comparison, and helps you identify your personal “start blocker,” whether that’s fear, money, time, confidence, or lack of clarity. Most importantly, we talk about removing shame from restarting and normalizing the fact that progress isn’t always linear.

As we prepare to step into 2026, this conversation invites you to get honest with yourself, write the life you want even if it feels unattainable, and take one intentional step forward—scared and all.

If you’ve been waiting for the perfect moment, this is your reminder: you don’t need permission to begin.

☕️ Let’s talk about starting scared.

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What’s up, Sippers! ☕️
Welcome back to another cup of conversation — where we have conversations worth having. Today, Tee & Coco are diving deep into Episode 92 (yes, we finally got the number right this time 😂). We’re inching closer to 100, and the vibes are only getting better!

In this episode, we cover:

🔥 Thanksgiving highs, family chaos, and fasts that test your discipline
🔥 Growing up with different mindsets — 9–5 households vs. entrepreneurial parents
🔥Do we *really* all have the same opportunities?
🔥 Is “striving” always healthy or is it just the American rat race talking?
🔥 Why expectations, mindset, and reality don’t always align
🔥 What happens when life derails your plan — and how the journey reshapes your purpose
🔥 Honoring people who *can’t* afford to sit still, even when we talk “rest”

PLUS:
➡️ Our new segment “What I Said Was" — where we clarify the things that don’t always come out right the first time.
➡️ Patreon family, we gave y’all some exclusive gems from last episode, so go check those out too!

If you missed the Patreon-only clip that sparked *this* conversation, hit pause, head over there, and run it back. Patreon is **FREE** right now to join — grab it while you can!

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💬 Join the conversation:

Do you think everyone is actually afforded the same opportunities?
Is mindset enough?
Or does circumstance win?

Drop your thoughts in the comments — we want to hear from the Sipper community.

---

📌 PATREON

Exclusive content, extended convos & bonus episodes:
👉 Join us on Patreon (free for now!)

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✨ Don’t forget:

👍 Like
💬 Comment
🔔 Subscribe
…so you don’t miss Episode 100 coming up in February (Love Month + Black History Month — it’s about to be A TIME).

Sip with us, learn with us, and grow with us. 💛
— Tee & Coco

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If you want a shorter version, SEO-optimized version, or timestamps added, just let me know!

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Are you *settling*… or just choosing peace? 👀

In this week’s episode of *Cup of Conversation*, Coco & Tee are diving into what it really means to *settle* — in love, in life, and in your career. From funny stories about times we knew we were settling (but did it anyway 😅), to real talk about Ayesha Curry’s recent comments on her marriage, this episode blends laughs, honesty, and a few hard truths.

We’re asking:
☕ Is settling the same as compromising?
💔 When is it choosing stability over chaos?
💼 Is chasing passion a privilege, or should everyone demand more from their work?

Grab your cup and join the conversation — because sometimes, settling isn’t giving up… it’s growing up.

👇🏾 Let us know in the comments: Would YOU rather settle for stability or risk it all for what you really want?

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Welcome back to the Cup of Conversation Podcast — where the tea is hot, the laughs are loud, and the truth is never on sale.

In this episode, we’re diving into holiday season in real life, not the Pinterest version. From grocery prices that feel like betrayal to gratitude that has to coexist with frustration, Coco & Tee are unpacking the emotional, financial, and cultural weight of Thanksgiving in 2025.

We’re talking the government shutdown that threw families off for weeks, delayed SNAP benefits, and what it really looks like when households have to stretch, squeeze, and remix traditions just to make the holiday happen.
Because listen… hosting a big Thanksgiving when groceries cost like luxury items? Whew.

We’re asking the questions everybody’s whispering:
✨ Is the pressure to “host big” outdated or is that cultural pride still fighting for its life?
✨ Are we scaling down our menus or scaling up our sanity?
✨ Can you really be grateful and irritated at the same time, or is that just adulthood?
✨ Is survival mode a mindset or a season… and how do you practice gratitude in the middle of it?
✨ What’s one thing you’re thankful for this year that didn’t come with a price tag?

And of course we had to get into the holiday weekend debates:
✨ Are you team “rest & recharge” or team “I’ll sleep in January” for Thanksgiving weekend?
✨ Is Black Friday even Black Friday anymore, or just a four-day hostage situation for our wallets?
✨ How do you stay generous without going broke?
✨ And who decided Thanksgiving needed a sequel… because Cyber Monday is wild.

It’s honest, it’s relatable, and it’s giving “making it work with what you got” — because that’s where a lot of people really are.
Grab your cup and pull up… it’s conversation time. ☕💬

If you’re rocking with the episode, hit that like, comment, and subscribe button so you don’t miss the next one!

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Welcome back to the Cup of Conversation Podcast — where the tea is hot, the laughs are loud, and the truth is never on sale.

This week, Coco & Tee are diving into some real talk about family—unpacking what it means when your family isn't quite "normal," the weight of family trauma, and how to set boundaries that actually stick. From public family feuds to personal healing journeys, nothing’s off-limits in this episode.

Expect some raw honesty, a little humor, and a lot of thought-provoking moments about the highs and lows of family life. Whether it’s navigating dysfunction or redefining what’s acceptable in your own family dynamic, Coco & Tee are breaking it all down.

💬 Get in on the conversation:
How do YOU handle family drama? Drop your thoughts below, and don’t forget to like, share, and subscribe for more real, relatable episodes!

Support the show

IG: @CupOfConversation_
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