
Advertise on podcast: Sweat Equity - The Entrepreneur Podcast
This podcast has
22 episodes
Language
EnglishPublisher
Chris JordanExplicit
No
Date created
2025/10/23
Latest episode
2026/04/02
Average duration
39 min.
Release period
9 days
Description
Welcome to Sweat Equity, where ambition meets real life. Hosted by a crew of friends, entrepreneurs, and bar owners, this podcast dives into the raw, unfiltered stories behind building businesses, taking risks, and chasing dreams. From late-night brainstorms to lessons learned the hard way, we talk success, failure, and everything in between — all with laughs, honesty, and a little chaos. Whether you’re an aspiring entrepreneur or just love a good story, this is where hustle meets heart.
Unlock Sweat Equity - The Entrepreneur Podcast podcast Email contact info,
Listeners & Audience details
Email contact information
Direct podcast contact details

Listeners
Audience numbers & engagement insights

Audience details
Podcast Insights

Podcast episodes
Check latest episodes from Sweat Equity - The Entrepreneur Podcast podcast
I GOT PUNCHED… AT MY OWN BAR
2026/04/02
Owning bars sounds fun… until someone tries to punch you at your own place.
In this episode of the Sweat Equity Podcast, we’re just kicking back and talking about the absolute chaos that comes with running bars and restaurants. From ridiculous customer moments to stories that make you question humanity, this episode is full of unfiltered bar owner reality.
We dive into:
• The night someone swung on me at my own bar
• The craziest situations you deal with as a bar owner
• Funny moments that only happen in the hospitality industry
• The side of entrepreneurship people never see online
Owning a business isn’t always spreadsheets and strategy… sometimes it’s just pure chaos and hilarious stories.
If you’ve ever worked in a bar, restaurant, or dealt with the public… you’ll feel this one.
We Made Our Bartender the Manager… Here’s What Happened 😳 | With Special Guest Jessica Ray!
2026/03/13
What really happens when a bartender suddenly becomes the one running the entire bar? In this episode of the Sweat Equity Podcast, we sit down with Jessica, the manager of Rabbit Hole, to talk about her journey from full-time bartender to bar manager.
We break down what it’s really like behind the scenes — the pressure, the unexpected challenges, the leadership lessons, and the moments that made it all worth it. Was the transition easy… or way harder than it looks? And what actually changes when you go from serving drinks to running the entire operation?
We also talk about shifting from a corporate-style system to a more relaxed, culture-driven environment, what works, what doesn’t, and how it impacts the team, the bar, and the customers. Jessica gives the raw, unfiltered truth about stepping into management and what she wishes she knew before taking the role.
If you've ever wondered what it takes to move from behind the bar to running it, this episode gets real.
We Went Back to Our Roots.....
2026/03/05
Most businesses raise prices when they grow… but we decided to do the opposite.
In this episode of the Sweat Equity Podcast, we talk about why we’re going back to our roots — bringing prices down, focusing on the things that originally made our bars successful, and why we think the industry has it completely backwards right now.
Sometimes growth isn’t about adding more… it’s about getting back to what worked in the first place.
The simple things — good drinks, good prices, and a place people actually want to hang out.
The Mistakes That Changed Us...
2026/02/25
This isn’t a highlight reel.
This episode is about the uncomfortable truth behind building something real — the bad hires, broken partnerships, poor financial decisions, pride, burnout, and moments we questioned everything.
We talk about the exact mistakes that shaped our leadership, strengthened our mindset, and forced us to mature faster than we wanted to.
If you’re in the middle of building something and feel like you’re failing… you’re probably just being forged.
The Business Advice Nobody Talks About.....
2026/02/18
What if the biggest breakthrough in your business… had nothing to do with strategy — and everything to do with FAITH?
In this episode of the Sweat Equity Podcast, we go deeper than revenue, marketing, and hustle. We talk about the uncomfortable truth most entrepreneurs avoid: your business will only grow as much as you grow spiritually.
We break down:
Why faith isn’t just personal — it’s professionalThe moments we had to trust God when the numbers didn’t make sensePraying over decisions, expansions, and employeesThe tension between grind culture and surrenderHow obedience can open doors strategy never couldThis isn’t surface-level motivation. This is about aligning your business with your calling. Because sometimes the next level doesn’t require more hustle — it requires more trust.
If you’ve ever felt stuck, uncertain, or like you're carrying the weight of your business alone… this episode might be exactly what you needed to hear.
Faith built this. And faith sustains it.
Would We Hire Our 21-Year-Old Selves ?!
2026/02/11
What actually happens behind the scenes when we hire someone?
In this episode of the Sweat Equity Podcast, we break down our REAL hiring process — what we look for, what instantly disqualifies someone, and the red flags that most people don’t even realize they’re showing.
Then it got uncomfortable…
We asked ourselves:
Would we hire our 21-year-old selves?
The answers were honest… slightly painful… and hilarious.
If you’re:
• Trying to get hired
• Trying to build a team
• Or wondering why you’re not getting callbacks
This episode might hit harder than you expect.
Raw. Funny. Serious. Unfiltered.
Welcome to Sweat Equity.
These Questions Should’ve NEVER Been Asked…
2026/02/04
What happens when you let random questions decide the episode? Absolute chaos.
In this episode of Sweat Equity, we blindly draw questions that have been asked and answer them completely unfiltered. Some are funny, some are uncomfortable, and a few definitely shouldn’t have been asked… but we answered them anyway.
From business hot takes to personal moments we probably shouldn’t admit on camera, this episode goes off the rails fast. No script. No prep. Just real reactions, laughs, and answers we might regret later.
If you’ve ever wondered what we really think — this is the episode.
Fair warning: once we start pulling questions, there’s no going back.
🎙️ Listen. Watch. Judge accordingly.
ICE STORM CHAOS......
2026/01/31
An ice storm hit hard… but did it shut us down or push us forward? ❄️💪
In this episode of Sweat Equity, we break down the real impact of the recent ice/snow storm—how it slowed things down for some businesses, created unexpected opportunities for others, and forced us to adapt fast.
We also get into Bailey getting stuck in New York WAY longer than planned thanks to travel chaos ✈️🥶 and how unpredictable situations test your patience, mindset, and business decisions.
And to top it all off… we finally reveal the NEW Mad Hatter expansion 👀🔥
The vision, the grind, and why this upgrade is a massive step forward.
From weather disasters to growth moves, this episode is a reminder that entrepreneurship doesn’t stop when conditions get uncomfortable.
Grab a drink, hit play, and let’s talk about what really happens behind the scenes 🍻
Were Getting Sued For $1,000,000 Dollars!!!
2026/01/14
Everyone talks about success — no one talks about the emotional chaos behind it. In this episode, we break the silence on the tough conversations bar owners and entrepreneurs don’t usually have out loud. Expect real stories, raw emotions, laughs, and honest discussions about what ownership truly demands.
8 Rules We Wish Someone Told Us Before We Started a Business!!
2026/01/07
Success isn’t luck — it’s built.
In this episode of The Sweat Equity Podcast, we break down our top 8 tips for building a successful business and becoming a stronger version of yourself along the way.
These are lessons learned through wins, losses, mistakes, long nights, and real-world experience — not theory. From mindset and discipline to execution and consistency, we talk about the habits and decisions that actually move the needle.
Whether you’re just starting out, stuck in a rut, or already grinding but looking to level up, this episode is packed with actionable advice, honest conversation, and real perspective.
No fluff. No shortcuts. Just sweat equity.
🔥 Tune in if you’re serious about growth — in business and in life.
She's Pregnant?!?!
2026/01/01
As the year comes to a close, we’re reflecting on everything this past year brought us — the wins, the lessons, the challenges, and the growth. In true fashion, there’s plenty of random banter, laughs, and unfiltered conversation as we talk through how the year really went and what it taught us.
We also shift our focus to what’s ahead, sharing goals, intentions, and the mindset we’re carrying into the new year. But the biggest moment of this episode comes with a very special announcement — one of our team members is expecting, making this New Year even more meaningful 🎉🤍
This episode is about reflection, vision, and celebration. New year, new goals, and a new chapter beginning.
Happy Holidays!! 🎅 | A Sweat Equity Christmas Special
2025/12/26
This Christmas special of the Sweat Equity Podcast is all about slowing down, looking back, and appreciating the grind. We reflect on the highs and lows of the year, the sacrifices that came with chasing big goals, and the lessons we learned through business, friendships, and life.
From funny moments and real struggles to gratitude, faith, and what we’re manifesting for the year ahead—this episode is a reminder that the grind doesn’t stop, but neither does the blessing behind it. Whether you’re building a business, betting on yourself, or just enjoying the holiday season, this one’s for you.
Grab a drink, kick back, and celebrate the season with us. 🎄🍻
The Mentality A Entrepreneur Like You Need's!!
2025/12/17
In this episode, we dive into what it really feels like to become a business owner—not just the wins, but the weight that comes with it. From the moment you start thinking like an owner, everything changes: your mindset, your responsibilities, and the way you move day to day.
We talk about the mental shift that happens when the business is no longer just an idea, but something people rely on. The pressure, the doubt, the long nights, and the quiet pride that comes with building something from the ground up. This episode breaks down what comes along with that ownership mentality, how it develops over time, and why protecting your mindset is just as important as protecting the business itself.
If you’re in the early stages of building, already in the trenches, or preparing for that next level of responsibility, this conversation is for you. No fluff—just honest sweat equity.
This Went Off The Rails Fast...
2025/12/10
🎙️ The Bailey & Jywon Show — a Sweat Equity Special Episode
This week, the podcast takes a fun twist as Bailey and Jywon hold it down on their own. With just two of the four members in the studio, the conversation hits a whole new groove—more personal, more spontaneous, and way funnier than it has any right to be.
The guys dive into nonstop laughs, unexpected personal questions, and stories that only come out when the room is a little smaller and the vibe is a little looser. It's the kind of episode where you feel like you're sitting right there with them—no filters, no rush, just real conversation and genuinely good energy.
From business talk to random life moments and everything in between, The Bailey & Jywon Show proves that even half the crew brings 100% of the entertainment. This special edition is raw, unplanned, and a reminder of how much fun this podcast really is.
Tune in, relax, and enjoy the chaos—these two definitely did.
Your Network Is Your Net Worth
2025/12/03
In this episode, we dive deep into one of the biggest keys to both personal and business success: your circle. The people you keep closest can shape your mindset, influence your habits, affect your confidence, and ultimately determine how far you go. We talk about how having the right friends, mentors, and business partners can elevate you—and how the wrong ones can quietly slow you down or hold you back without you even noticing.
From our own experiences growing as entrepreneurs to the lessons we learned the hard way, this episode breaks down why your circle truly means everything. Expect real talk, relatable moments, some laughs, and honest conversations about growth, alignment, loyalty, and leveling up.
Whether you're building a business, chasing a dream, or just trying to become the best version of yourself, this episode reminds you of one truth: your circle can shape your future more than anything else.
Tune in, reflect, and maybe rethink who’s sitting at your table.
Podcast reviews
Read Sweat Equity - The Entrepreneur Podcast podcast reviews
Podcast sponsorship advertising
Start advertising on Sweat Equity - The Entrepreneur Podcast relevant audience podcasts
You may also like to advertise on these Podcasts

4.92109500
the bossbabe podcast
Natalie Ellis

4.3385591982
The Megyn Kelly Show
SiriusXM

4.947589407
The Shawn Ryan Show
Shawn Ryan

4.5185359
Who, When, Wow!
Tinkercast | Wondery

4.6687381111
Armchair Expert with Dax Shepard
Armchair Umbrella

4.9553972191
The MeidasTouch Podcast
MeidasTouch Network

4.639655
Only Murders in the Building Podcast
Straw Hut Media

4.7829516
The Home Service Expert Podcast
Tommy Mello: $200 Million Founder|Forbes, Inc., Entrepreneur Columnist

4.443401350
Something You Should Know
Mike Carruthers | OmniCast Media

4.7906254
Everything is Fine
Jennifer Romolini and Kim France