Both Sides of the Check

Both Sides of the Check

Get ready to hear real, unfiltered conversations about entrepreneurship, the highs, the lows, and everything in between.

Episodes

September 22, 2025 26 mins

Send us a text

Episode 20 of Both Sides of the Check is an unforgettable conversation with Jazmine Lacour—a powerhouse entrepreneur who turned personal trials into triumphs. From navigating her husband’s battle with major depressive disorder, separation, and raising three kids alone, to rebuilding her business from hotel rooms, Jazmine’s story is one of grit, grace, and strategy.

In this episode, we unpack:

  • How Jazmine rebuilt her...
Mark as Played

Send us a text

n Episode 19 of Both Sides of the Check, we sit down with entrepreneur Shalimar Banks to talk about walking away from the 9-to-5 and fully investing in yourself. Shalimar shares how “crazy faith,” consistency, and passion have guided her through entrepreneurship—and why chasing money will never be enough.

In this episode, we explore:

  • Why “crazy faith” gave Shalimar the confidence to never go back to a job 🙌
  • The impo...
Mark as Played

Send us a text

In Episode 18 of Both Sides of the Check, we welcome Carl Neyland II, a powerhouse entrepreneur whose journey from oilfield work to running his own business is truly inspiring. Carl shares how trials, tribulations, and life-changing moments pushed him to leave the safety net behind and fully embrace entrepreneurship.

In this episode, we dive into:

  • How Carl turned personal challenges like divorce, family loss, and bu...
Mark as Played
September 1, 2025 23 mins

Send us a text

Season 3 of Both Sides of the Check kicks off with a powerful conversation featuring LP from The Hive Houston & TRG Financial. LP shares his journey from earning his first paycheck to writing checks, and how lessons from the corporate world shaped his path to entrepreneurship.

In this episode, we cover:

  • Why money is a tool, not just currency 💸
  • How to bounce back from setbacks and wasted time ⏳
  • The motivation behi...
Mark as Played

Send us a text

In this episode of Both Sides of the Check, Ms Cat and LiShon dive into the age-old debate:
Should you be a jack of all trades or master one thing and dominate? 🤔

We share real-world stories, laugh at our own “I can do it all” moments, and unpack the hidden costs of spreading yourself too thin in business and life. From burnout to brand confusion, we’re asking the big question—how much is too much?

Support the sho...

Mark as Played
August 18, 2025 21 mins

Send us a text

Sometimes growth feels amazing… until you realize not everyone can (or will) grow with you.

In this episode of Both Sides of the Check, Ms Cat and LiShon get candid about the emotional side of leveling up in business—outgrowing your team without burning bridges, and the very real survivor’s guilt that comes with it.

From hard conversations to bittersweet goodbyes, we unpack how to move forward while honoring the relatio...

Mark as Played

Send us a text

Does the hustle ever really stop? And why do so many entrepreneurs feel guilty for celebrating themselves?

In this episode of Both Sides of the Check, Ms Cat and LiShon get into the truth behind hustle culture — the pressure to constantly grind, and the deep-rooted struggle to rest, reward, and actually enjoy the fruits of your labor.

We’re talking about burnout, self-worth, and why some of us feel like we have to "...

Mark as Played

Send us a text

Do you ever feel like a fraud in your own business? You’re not alone.

In this powerful episode of Both Sides of the Check, Ms Cat and LiShon unpack the real and raw truth about imposter syndrome in entrepreneurship — where it comes from, why it’s so common, and how to shut it down before it kills your confidence.

Whether you’re a new business owner or scaling to six figures, imposter syndrome doesn’t discriminate. We’re...

Mark as Played

Send us a text

Customer service isn’t a fire extinguisher — it’s a foundation.

In this episode of Both Sides of the Check, Ms Cat + LiShon unpacks the hard truth: if your clients only feel cared for when something goes wrong, you're doing it wrong. We’re diving into how service should be baked into every single touchpoint — from your welcome email to your final invoice.

You’ll learn:

  • Why “good enough” customer care is costing ...
Mark as Played
July 21, 2025 22 mins

Send us a text

Are you building bridges or burning them?

In this episode of Both Sides of the Check, we're getting real about the unspoken tension in entrepreneurship: should we collaborate or compete? Ms Cat and LiShon break down the mindset shifts necessary to grow in community without compromising your value, and the strategic moves that separate real partnerships from performative ones.

You’ll hear:

  • How to identify when co...
Mark as Played

Send us a text

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 nights you can’t sleep. The silent stress nobody sees when you're trying to build something real.

This ain't hustle glam — this is survival, strategy, and self-preservation.
 Because if your mind a...

Mark as Played

Send us a text

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 between authenticity and appropriateness in entrepreneurship. Can you be fully you without making things awkward? Is it safer to separate faith from business — or does silence mean compromise?

✨ T...

Mark as Played

Send us a text

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 this episode, we’re getting into the real difference between a mentor who helps you shift your mindset and scale your business—and someone selling vibes with no verified resul...

Mark as Played
June 23, 2025 18 mins

Send us a text

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 game? No logos, no loud outfits—just quiet power. Meanwhile, some folks are suited up, but still struggling to close a $1K deal.

This episode dives into the mindset beh...

Mark as Played

Send us a text

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 cheaper.” But guess what? Cheaper doesn’t come with your mind. Your experience. Your value.

In this episode, we’re breaking down the hard truth: people will applaud your grea...

Mark as Played

Send us a text

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 of the Check, we dive deep into the messy, honest, and eye-opening conversation about friends, family, and that unspoken expectation of support when you launch your dream.
...

Mark as Played

Send us a text

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 limits how far we’re “allowed” to grow.

Are we building for culture, for currency, or both?
And does that label help us… or hold us back?

This is a real, la...

Mark as Played

Send us a text

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 calls. The vision that don’t clock out. They’re asking the real question: can someone who’s used to getting paid on Fridays handle someone who’s building a legacy 24/7?

Mark as Played

Send us a text

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 into brick-and-mortar spaces, what they gained, what it cost, and what they learned the hard way.

We’re not here to glamorize struggle. We’re here to remind you: there is ...

Mark as Played

Send us a text

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 back the curtain on what it really looks like to chase purpose, build something from nothing, and try to stay sane in the process.

We’re talking about more than just business moves. This podcast is about life behind ...

Mark as Played

Popular Podcasts

    I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

    Stuff You Should Know

    If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

    The Joe Rogan Experience

    The official podcast of comedian Joe Rogan.

    True Crime Tonight

    If you eat, sleep, and breathe true crime, TRUE CRIME TONIGHT is serving up your nightly fix. Five nights a week, KT STUDIOS & iHEART RADIO invite listeners to pull up a seat for an unfiltered look at the biggest cases making headlines, celebrity scandals, and the trials everyone is watching. With a mix of expert analysis, hot takes, and listener call-ins, TRUE CRIME TONIGHT goes beyond the headlines to uncover the twists, turns, and unanswered questions that keep us all obsessed—because, at TRUE CRIME TONIGHT, there’s a seat for everyone. Whether breaking down crime scene forensics, scrutinizing serial killers, or debating the most binge-worthy true crime docs, True Crime Tonight is the fresh, fast-paced, and slightly addictive home for true crime lovers.

    The Clay Travis and Buck Sexton Show

    The Clay Travis and Buck Sexton Show. Clay Travis and Buck Sexton tackle the biggest stories in news, politics and current events with intelligence and humor. From the border crisis, to the madness of cancel culture and far-left missteps, Clay and Buck guide listeners through the latest headlines and hot topics with fun and entertaining conversations and opinions.

Advertise With Us
Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.