
Both Sides of the Check
Get ready to hear real, unfiltered conversations about entrepreneurship, the highs, the lows, and everything in between.
Episodes
10 episodes
Mental Health & Entrepreneurship: This Ain’t for the Weak
Let’s keep it all the way real — being an entrepreneur will test you.In this episode of Both Sides of the Check, we’re talking about the mental pressure behind the business. The days you feel like quitting. The n...
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Season 2
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Episode 10
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22:19

Faith, Business & Boundaries — Where Do You Draw the Line?
In this episode of Both Sides of the Check, we step into a conversation most people tiptoe around: Should religion have a seat at the business table?We’re talking real-life experiences, personal convictions, and the fine line be...
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Season 2
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Episode 9
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25:54

Mentorship: Game-Changer or Money Grab?
Let’s call it out. Mentorship is everywhere—DMs, masterminds, and $5K “opportunities” from someone who just learned what an LLC is last Tuesday.So the question is: Is mentorship still the move… or is it just the new hustle?In th...
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Season 1
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Episode 8
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23:38

Dress How You Want to Be Addressed
Let’s get real: At what point in business does it stop being about the clothes… and start being about the confidence behind them?We’re talking about the myth that success has a dress code. Because some of the wealthiest people in the ga...
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Season 1
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Episode 7
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18:37

They Want Your Value, But Not Your Price.
Let’s talk about it. You show up with excellence. You bring the skills, the results, the receipts. But the moment you drop your price, here come the negotiations. Suddenly, everybody’s on a budget. Everybody’s got a cousin who “can do it cheape...
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Season 1
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Episode 6
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16:52

Friends, Family, and the Fine Print of Support
You started the business. You’re grinding. You’ve got the vision, the hustle, the late nights, the receipts. But now you’re wondering… why ain’t my friends reposting? Why hasn’t my cousin bought a t-shirt?In this episode of Both Sides o...
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Season 1
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Episode 5
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25:50

For the Culture or For the Coin? Let’s Talk 'Black-Owned' Business.
Let’s go there.In this episode, Ms Cat & LiShon unpack the weight, the pride, and the pressure behind the label “Black-owned.” What started as a badge of honor—something to uplift and represent—can sometimes feel like a box that lim...
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Season 1
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Episode 4
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26:40

You Want a Boss… Until You Date One!
Let’s talk about it. Everybody says they want a boss… until they realize what that really means.In this episode, Ms Cat & LiShon peel back the curtain on what it’s like dating as full-time entrepreneurs. The long hours. The missed c...
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Season 1
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Episode 3
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26:50

Risk Vs. Peace - How Much Risk is TOO Much?
Let’s be real—entrepreneurship will test you. In this episode, Ms Cat & LiShon dive into the raw truth about risk—when to take it, when to fall back, and how to decide what’s really worth it. They open up about their journey of stepping int...
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Season 1
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Episode 2
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15:42

Introducing Ms Cat & LiShon – Check Writers vs. Check Cashers
Welcome to the very first episode of Both Sides of the Check—where unfiltered meets unstoppable.In this kickoff convo, get to know your hosts Ms Cat and LiShon, two unorthodox entrepreneurs who are pulling b...
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Season 1
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Episode 1
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19:09
