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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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IG: @CupOfConversation_
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https://www.instagram.com/chitchatcoco/
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Suggest juicy controversial topics for Tee's topics, DM us on IG Or voice some of your concerns with Coco. Tell us some things that bother you these days or things you notice about our communities by simply shoot us a DM on IG!


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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.

Support the show

IG: @CupOfConversation_
Facebook: CupOf Conversation
YouTube: Cup Of Conversation w/ Coco & Tee
Tiktok: CupOfConversation


Follow Coco:
https://www.instagram.com/chitchatcoco/
Follow Tee:
https://www.instagram.com/teeboss_/

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Suggest juicy controversial topics for Tee's topics, DM us on IG Or voice some of your concerns with Coco. Tell us some things that bother you these days or things you notice about our communities by simply shoot us a DM on IG!


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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.

Support the show

IG: @CupOfConversation_
Facebook: CupOf Conversation
YouTube: Cup Of Conversation w/ Coco & Tee
Tiktok: CupOfConversation


Follow Coco:
https://www.instagram.com/chitchatcoco/
Follow Tee:
https://www.instagram.com/teeboss_/

!!!LIKE SUBSCRIBE COMMENT!!!

Suggest juicy controversial topics for Tee's topics, DM us on IG Or voice some of your concerns with Coco. Tell us some things that bother you these days or things you notice about our communities by simply shoot us a DM on IG!


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