Ever feel like you're doing everything right in business, but something still feels off about the people teaching you how to do it? You're not crazy. And this episode is going to explain exactly why.

In this episode of The Happy Hustle Podcast, I sit down with Jordan Harbinger, host of The Jordan Harbinger Show, which has sat in Apple's top fifty podcasts for years and pulls in over 10 million downloads a month. Jordan spent years as a finance attorney before walking away to build one of the most respected interview podcasts out there. He's talked to everyone from biker gang members to Russian mobsters, and somehow he still finds time to break down things like where the letter Q actually came from. He's sharp, he's funny, and he does not pretend to have it all figured out, which is exactly why this conversation hits so hard.

This episode matters because we're at a weird moment right now. Everybody's got an opinion on AI, everybody's got an opinion on what it takes to build a personal brand, and honestly, a lot of it is noise. Jordan cuts through that. We talked about the future of podcasting in an AI world, why authenticity is becoming the only real competitive advantage left, and how he pulled himself out of self limiting beliefs that started way back when he was a kid in Michigan who never thought he'd leave the state, let alone build a global media brand.

AI isn't just automating your business, it's creating things that never existed before. Jordan compares this moment to the early days of electricity. First we electrified what already existed, like street lights. Then we built things that never existed before, like washing machines and toasters. AI is doing the same thing right now, and the real opportunity in this AI world isn't in replacing what you already do, it's in building the thing nobody's built yet.

Your personality is now your biggest asset, especially in podcasting. Jordan broke down how podcasting used to reward whoever could synthesize information the fastest. Now that AI can do that instantly, the only thing left that actually matters is whether people like being around you. Are you engaging, are you funny, are you real. That's the future of podcasting whether we like it or not.

People can smell fake from a mile away, so stop pretending. We talked about how many so called gurus are standing in front of rented Lambos and staged private jets, and honestly, people are done falling for it. Jordan's take was simple. You have to own who you are completely, because your business is a direct reflection of your values whether you like it or not.

The friendships that matter most are the ones where nobody's keeping score. Jordan shared that some of his healthiest relationships are with people who have absolutely nothing to gain from him. No networking angle, no future deal, just two guys who like each other. He said it's the lack of competition that makes those friendships feel so good.

Sometimes the scariest decision ends up being the one that changes everything. Jordan stayed in a business partnership for years longer than he should have, mostly out of fear. When he finally left, his new business became more profitable within months than the old one had been at its peak after over a decade. He called it like taking off ankle weights he didn't even realize he was wearing.

We also dive into how Jordan keeps his marriage strong even with a packed schedule, why he's more grateful for luck and timing than almost anything else in his career, and the exact investing advice his dad forced on him at sixteen that ended up changing his entire financial future. There's also a rapid fire round where you get to see the real, unfiltered, kind of nerdy side of Jordan that makes him so likable in the first place.

At the end of the day, this episode is a reminder that you don't have to have it all figured out to build something real. You just have to keep showing up as yourself, stay curious, and protect the relationships that actually matter. That's the kind of hustle that lasts, no matter how fast this AI world keeps moving.

If you're ready to rethink how you show up in business and in life, this conversation is going to give you a lot to chew on.

Go listen to the full episode now at https://happyhustle.com/podcast. This one might just be the reset you didn't know you needed.

What does Happy Hustlin' mean to you?

Connect with Jordan
https://www.facebook.com/thejordanharbingershow
https://www.instagram.com/jordanharbinger/
https://www.youtube.com/thejordanharbingershow
https://www.linkedin.com/in/jordanharbinger/
https://x.com/jordanharbinger
https://www.tiktok.com/@jordanharbinger?_t=8ll3oumVPJe&_r=1

Find Jordan on this website: https://www.jordanharbinger.com/

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

Kiln

===================================================================

This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night

It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night.

Ozlo Sleep

If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

Ever feel like you're winning on paper but losing everywhere else? Like your business is growing but you're not sure you'd recognize yourself in the mirror anymore? That's the trap I'm talking you out of in this episode, and it's one I lived through myself.

In this episode of The Happy Hustle Podcast, I get real about burnout, not as some soft, feel good topic, but as an actual business risk. I share how I lost my own joy, faith, fitness, and family time grinding away at my tech company in New York City, all in the name of profit and status. I'm not preaching from a place of theory here. I'm speaking from the other side of it.

Burnout is officially a recognized condition, not just a feeling. Back in 2019, the World Health Organization classified burnout as an occupational phenomenon, defined by energy depletion, cynicism about your work, and reduced performance. If you're hitting even one of those three, that's data, not a character flaw.

Shadow burnout is the sneaky kind. In 2025, 73% of tech founders reported hitting their business goals while their health quietly fell apart behind the scenes. The numbers look fine right up until they don't.

There's a massive support gap. Roughly 87% of founders report anxiety, depression, or burnout, yet only about 23% actually work with a coach or psychologist. Founders with real support networks are around 45% less likely to burn out. Community isn't optional, it's protection.

The Guilt Audit is a game changer. I walk through a simple weekly practice, look at your calendar and find the one thing you're doing purely out of guilt instead of strategy. Cut it or delegate it. Then ask of everything else, does this drive revenue, relationships, or recovery? If it doesn't, it doesn't belong there.

Systems beat willpower. I share my own burnout proof habits, protecting peak creative hours like client meetings, taking one full unplugged day a week, and scheduling actual support like a coach or mastermind so it doesn't get pushed aside.

I also get into why I take Fridays off completely, no exceptions, and how that one boundary changed my relationship with my kids and my wife. It's a small thing that carries a lot of weight.

What makes this episode hit different is that I'm not telling you to hustle less. The name is literally Happy Hustle. I'm telling you to build the infrastructure underneath your ambition so your energy isn't the thing that breaks first. Burnout was never required. It was just a story a lot of us bought into, and I want to help you write a new one.

If you're running on fumes right now, or you know a fellow founder who is, this episode is worth sharing. Sometimes all it takes is permission to protect your energy before you lose something you can't get back. Give it a full listen at https://caryjack.com/podcastin/. It just might be the reset you didn't know you needed.

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

Kiln

===================================================================

This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night

It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night.

If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

What if your entire financial plan is really just hope and prayer dressed up to look like a strategy? That's the question that cracked this whole episode wide open, and once you hear the answer, you won't look at your bank account the same way again.

In this episode of The Happy Hustle Podcast, I'm sharing the Guest Guru Training that JP Newman delivered exclusively to our Happy Hustle Club members. And I'm telling you, this one needed to get out to everyone, not just the guys in the room that day. JP is a serial real estate entrepreneur who's closed over two billion dollars in transactions and lent out hundreds of millions more over a 25 year career. He's a purpose driven capitalist, podcast host, speaker, and the founder of Fulfillionaire.com. What makes JP different is that he's lived both sides of the coin. He chased money hard for years, finally hit his goals, and found himself more anxious and depressed than ever. That crash sent him on a search for something deeper, and what he built out of that search is the framework he shared with our guys.

This episode is one of those rare ones that'll make you stop and actually do the math on your own life, not just your bank account. Whether you're an entrepreneur, a husband, a father, or someone quietly wondering if you've picked the right number to chase, JP hands you a completely different lens to look through, and honestly, watching the guys work through it live made it hit even harder.

The first big takeaway is that wealthy people are often the most fearful people in the room. After lending nearly a billion dollars and working with over a thousand investors, JP noticed something that didn't add up. The wealthier his friends got, the harder it was to get them to give. He used to think that was stinginess. Now he believes it's fear, plain and simple, and a lack of ever defining how much is actually enough. Without that number, no amount of money ever feels safe.

The second takeaway is what JP calls your freedom number, and it's probably not what you think it is. When he asked the mastermind guys to name the number that would make them feel truly done chasing money, almost every single one pulled a figure straight out of thin air. Ten million here, ten million there, with no real reasoning behind it. JP's point is that most of us are chasing a fake number because we've never actually identified the feeling underneath it. Find the feeling first, freedom, safety, peace, whatever it is for you, and the real number reveals itself. Skip that step and you're just gambling with hope and prayer.

The third takeaway is JP's Fulfillionaire Framework, built around four kinds of wealth he calls the four P's. Purpose wealth is your connection to meaning, the reason you're here. People wealth is your connection to love, the relationships you refuse to sacrifice for work. Presence wealth is how fully you show up in each moment, not how much time you technically have. And play wealth is your connection to joy, the stuff that makes you lose track of the clock completely. JP's whole point is that prosperity isn't the destination. It's the fuel that powers those four things.

The fourth takeaway is the difference between a millionaire and a fulfillionaire. A millionaire or a billionaire is just a financial status, a number of coins collected in the bank. A fulfillionaire is someone who's married that number to a life that's actually being lived. JP explained it as a journey from scarcity, where everything is about me, to abundance, where it becomes about us, to true impact, where it finally becomes about we. He's convinced that people who make that shift end up making more money too, not less, because they're finally operating from enough instead of fear.

The fifth takeaway is the spiritual practice hidden inside giving and receiving. JP pointed out that nobody enjoys asking for help when they're struggling, and almost nobody thinks hard about how they give either. He challenged the room to see both sides as a practice, not a transaction, something you get better at over time just like anything else that matters.

If you've ever felt like you're grinding toward a number that doesn't actually mean anything to you, this episode is going to hit different. JP brings hard won wisdom, real talk, and a framework you can put to use immediately, not just another book telling you to want less and be grateful more.

Do yourself a favor and listen to the full episode at https://caryjack.com/podcastin/. Check out JP's work and his upcoming workshops at https://fulfillionaire.com/.

Connect with JP
https://www.facebook.com/jpnewman1
https://www.instagram.com/jpnewman_/
https://www.youtube.com/@fulfillionaire
https://www.linkedin.com/in/jp-newman-45a1ba/
https://www.tiktok.com/@jpnewman_

Find JP on this website: https://fulfillionaire.com/

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

Kiln

===================================================================

This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night

It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night.

Ozlo Sleep

If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

Ever laid awake wondering if the business you've poured your heart into is going to get wiped out by a robot? Yeah, me too. And if you've felt that little knot of fear when another AI headline pops up on your feed, I want you to know you're not crazy and you're not alone.

In this solo episode of The Happy Hustle Podcast, I get real about the thing everyone's whispering about but nobody wants to admit out loud. Is AI going to take our jobs, our businesses, our relevance? I break down why the biggest threat to you isn't AI at all. It's your comfort zone. It's staying stuck instead of adapting. This episode matters because so many of us are frozen in fear right now, and fear makes really bad business decisions. I wanted to give you a real, grounded way to think about this instead of just doom scrolling headlines.

Here's what we get into.

First, the fear is real and it's backed by data, but so is the opportunity. A Pew Research study found only 6% of workers think AI will create more opportunity for them long term, while 32% think it'll shrink their options. A 2026 Harris poll found 90% of job seekers have concerns about AI in the workplace. But flip the coin. 81% of hiring managers and entrepreneurs believe AI actually improves efficiency, and 79% say it frees up employee time. Same technology, same data, completely different story depending on your mindset.

Second, AI cannot replace what makes you human. It can't build authentic trust. It can't lead people through uncertainty. It can't create real relationships or inspire a vision. That stuff is still, and always will be, a human job.

Third, you're not going to lose your business to AI. You're going to lose it to someone who learned how to use AI better than you did. That one hit me hard when I really sat with it, and I think it'll hit you too.

Fourth, treat AI like your intern, not your replacement. Let it learn you instead of stressing about learning it. Hand off the repetitive stuff, emails, meeting summaries, content ideas, research, so you can spend your recovered time and energy on deep thinking, family, faith, and the passions that actually make life feel good.

Fifth, the most valuable skill in 2026 isn't coding or prompting. It's adaptability. It's humility. It's being willing to say I don't have this figured out yet and then taking action anyway.

If you've been sitting on the sidelines wondering whether to lean into AI or run from it, this episode will give you the mindset shift and the practical first steps to start today. Go listen to the full episode at https://caryjack.com/podcastin/, and let's keep happy hustlin' together.

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

Kiln

===================================================================

This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night

It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night.

Ozlo Sleep

If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

Have you ever felt like you had to choose between being a good person and being good at business? Like every sale meant a little piece of your integrity had to go? Bob Burg is here to tell you that is a lie you have been sold, and it is time to let it go.

In this episode of The Happy Hustle Podcast, I sit down with Bob Burg, Co-Author of the International Bestseller The Go Giver and one of the most respected voices in the world of sales, influence, and business relationships. Bob has spent decades teaching entrepreneurs and sales professionals how to build wildly successful careers without sacrificing who they are. His work has shaped the way thousands of people think about money, generosity, and what it really means to serve others well.

What makes this episode matter is simple. We live in a world full of fake gurus, rented Lambos, and hustle culture that tells you to grind until you break. Bob offers something different. He breaks down the five laws that guide truly successful business relationships, and every single one of them proves that generosity and profit are not enemies. They are partners. This conversation is a reset for anyone who has ever felt icky about selling or unsure how to grow a business while still sleeping well at night.

People buy from you because they believe you can help them, not because you need the sale. Bob shares how shifting your focus from your own goals to the other person's needs is the fastest way to build the kind of trust that leads to real, lasting business.

Your values are the filter for every hard decision you will ever make. Whether it is choosing who to work with or who to walk away from, Bob explains why decisions rooted in your values might not always feel comfortable, but they will always feel right.

Authenticity is not an excuse to stay stuck. Bob pushes back on the idea that being "authentic" means never growing or changing. Real authenticity means acting in line with your values while still committing to becoming a better version of yourself.

Giving and receiving are two halves of the same breath. Bob explains why so many people unconsciously push away the very prosperity they have earned, and why learning to receive is just as important as learning to give.

Your target should never be money. It should be people. One of the most powerful moments in the episode is Bob's best business advice, a reminder that money is simply the reward you get for serving others well, not the goal itself.

We also dive into how to spot the difference between real influence and manipulation, why Bob has a strict policy about who he lets into his inner circle, and how something as simple as a daily prayer or a boring, automated investment plan can quietly build a life of abundance across every area that matters.

By the end of this conversation you will not just think differently about sales. You will think differently about how you show up in every relationship in your life.

Go listen to the full conversation with Bob Burg at https://caryjack.com/podcastin/. It just might change the way you think about selling, serving, and everything in between.

What does Happy Hustlin' mean to you?

Connect with Bob
https://www.facebook.com/burgbob
https://www.instagram.com/realbobburg/
https://www.youtube.com/user/burgcommunications
https://www.linkedin.com/in/bobburg/
https://x.com/bobburg

Find Bob on this website: https://burg.com/

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night

It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night.

If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

Have you ever stopped to ask yourself what you're actually carrying around every single day? Not your to do list. Not your inbox. The real weight. The stuff you don't talk about because you're too busy being the one everyone else leans on.

In this solo episode of The Happy Hustle Podcast, I'm getting real about something I don't think we talk about enough as entrepreneurs. We are some of the loneliest people on the planet. Everyone comes to us for answers. Everyone sees the wins. Nobody sees the pressure.

I just got back from five and a half days deep in the Montana wilderness with a group of high performing entrepreneurs through my Montana Mastermind Epic Camping Adventure, and what I witnessed out there changed how I think about success, connection, and what it actually takes to feel free.

Here's the big shift I want you to sit with. We spend so much energy packing the right gear for a trip into nature, the boots, the tent, the fishing rod. But the heaviest thing anyone brings into the woods isn't in their pack. It's the stress. It's the overwhelm. It's years of expectations nobody ever gave us permission to put down. I watched grown men, successful, financially free, alpha entrepreneurs, break down in tears around the campfire because for the first time in years they had silence, no phones, no notifications, and people who actually understood the weight they carry. That's the real transformation. Not the survival skills. Not the fly fishing. The soul work.

A few things I want you to walk away with.

One, you need tribe, not followers. Likes and comments don't fix loneliness. Being surrounded by people who genuinely get your journey does.

Two, nature is measurably good for your brain. Time outdoors lowers stress, boosts creativity, improves mood, and restores mental energy. This isn't just a vibe, the science backs it up.

Three, silence creates clarity you can't get anywhere else. When you strip away phones and distractions, you're left with just you, and that's usually where the real answers show up.

Four, masks come off around real people. The version of you on social media or in the office isn't the whole you. Some of the biggest breakthroughs I've ever witnessed happened around a campfire, not in a boardroom.

Five, you need scheduled resets, not just vacations. My challenge to you is simple. One day this month, in nature, no phone, ideally with two or three people who can challenge and support you.

If you're the one everyone leans on, if you've been grinding for years without ever really stopping to unpack what's underneath it all, this episode is your permission slip. You don't need another productivity hack. You need a reset. Go listen to the full episode at https://caryjack.com/podcastin/. It just might be the reset you didn't know you needed.

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night

It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night.

If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

What if the biggest bottleneck in your business isn't your team, your budget, or your idea, but simply the fact that you haven't asked AI the right question yet?

In this episode of The Happy Hustle Podcast, Michael Ballard closes out our AI Masterclass Workshop with maybe the most tactical, business first talk of the whole event. Michael is the founder of SlashDev, a software development agency that builds websites, mobile apps, CRMs, and lead generation systems for clients across a wide range of industries. He studied finance and entrepreneurship at the University of Washington, and back when vision models were just starting to recognize objects, he spent a year deep in a machine learning program dreaming up things like inventory scanners. He later worked at Ericsson on their automation and AI team, watching firsthand how a massive company rolls out new technology slowly and carefully. For the past five years he has poured that experience into SlashDev, and if you have seen the Happy Hustle Club's software platform, the one built around our Ten Alignment System, that is his team's work too.

This episode matters because Michael does not talk about AI like a shiny new toy. He talks about it like a business owner who has to justify every dollar spent. His whole framework comes down to three questions. Does this generate revenue? Does it cut costs? Does it improve the product? If the answer is no to all three, skip it, no matter how cool the demo looks.

One of the most useful ideas he shares is running a full audit of your business using a tool like Claude Code. Talk through your marketing channels, your partnerships, your team, your SOPs, even the salaries tied to certain tasks, and ask AI what the highest value opportunities are. He points out something a lot of us miss, which is that if everyone in your industry is showing up to a certain conference or using a certain channel and you are not, that is free money sitting on the table.

He also gets real about content. Michael says he genuinely dislikes making content and barely uses Instagram, yet his team used AI voice cloning and animation tools to produce reels that pulled in twelve million views without him ever sitting in front of a camera. That is not about replacing authenticity, it is about removing the excuse that content takes too much time.

Michael does not shy away from the limits either. When a listener asked about HIPAA compliance for a medical business, he was honest that it is still a real legal risk worth caution, and he pointed to cloud providers with compliant setups as a starting point rather than pretending there is a shortcut.

If you are running a business and wondering where to actually point AI first instead of just experimenting for the sake of it, this episode gives you the exact lens to look through. Go listen to the full conversation at https://caryjack.com/podcastin/ and start with just one high ROI move this week. That is usually all it takes to see what is possible.

Connect with Michael
https://www.facebook.com/profile.php?id=100076038248142
https://www.instagram.com/slashdev.io
https://www.youtube.com/@slashdevio/featured
https://www.linkedin.com/company/slashdev-io/

Find Michael on this website: https://slashdev.io/

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night

It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night.

If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.

What if the smartest move you make with AI isn't learning it, but getting it to learn you?

In this episode of The Happy Hustle Podcast, Moses Mederos and Jason Yeh take the stage together during our AI Masterclass Workshop, and they hand the room something rare, a real system you can build today instead of another theory to file away. Moses and Jason are the founders of Scaling Freedom, and between the two of them they have spent over twenty years inside large tech companies watching software promise to do everything and then quietly asking businesses to bend themselves around its limits. They started Scaling Freedom because they believe AI should do the opposite. It should adapt to you, your values, your team, and the way you already run things. Jason has two boys, Moses has three kids, and both of them built this company around one goal, helping entrepreneurs buy back time with their families instead of losing it the way their own dads did.

This episode matters because most people think using AI well means learning better prompts. Moses and Jason flip that idea on its head. Their whole philosophy is stop learning AI, get AI to learn you. Jason traces the idea back to a call from his own father, still working in his seventies and asking if he should finally learn this AI thing. Jason's answer was no. Feed it your context instead. Feed it your goals, your team, your calendar, your business, and let it build around that.

They walk the room through five systems every founder should have running in the background. It starts with a second brain, which sounds fancier than it is. It is just files and folders that give AI real context about your life and your business. From there it moves to a daily briefing, which they call the first real eyes light up moment for their clients. Then it scales into meeting prep, meeting follow up, and finally the holy grail, promoting your AI from executive assistant to chief of staff, capable of delegating not just to other AI agents but to your actual human team.

The daily briefing gets the most airtime, and for good reason. Jason paints a picture of a guy named Marcus who wakes up at six, scrolls his phone, forgets a warm referral by nine, lets a hot lead go cold by eleven, walks into a two o'clock call unprepared, and ends the night exhausted without ever feeling present with his own kids. That is what life looks like without a system. With one, your AI is already surfacing your top three priorities before you brush your teeth, and Jason's hot tip is simple. Ask it one more question every single day. Based on everything you just told me, what is one thing you can take off my plate. That single prompt turns a passive assistant into a proactive one.

They also warn against the trap of doing too much too fast. Cram every tool and integration into your daily brief on day one and it starts reading like a novel, and a novel is the fastest way to stop opening it altogether. Start lean, give it feedback, and let it grow with you.

I even hopped in to show the room my own daily brief, built from the collected wisdom of mentors I respect, Tony Robbins, Richard Branson, John Maxwell, and Dan Martel, feeding me priorities and keeping me honest every single morning at seven.

If you are running a business and still treating AI like a search engine instead of a teammate, this episode will shift how you think about it completely. Go listen to the full conversation at https://caryjack.com/podcastin/ and start building your own daily brief this week. Future you will thank you for it.

Connect with Moses
https://web.facebook.com/moses.mederos
https://www.youtube.com/@ScalingFreedomAI
https://www.linkedin.com/in/mosesmederos/

Connect with Jason
https://www.youtube.com/@ScalingFreedomAI
https://www.linkedin.com/in/jasonjyeh/

Find Moses and Jason on this website: https://www.scalingfreedom.ai/

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

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Have you ever built something for yourself that you were almost embarrassed to admit you needed? David Gonzalez did. And it changed how he sees himself entirely.

In this episode of The Happy Hustle Podcast, I sit down, well, I hand the mic over, to David Gonzalez during our AI Masterclass Workshop, and he delivers one of the most real, unfiltered breakdowns of agentic AI I have heard all year. David is the founder of Internet Marketing Party, a monthly founder room he has run since 2008 without missing a single month. Almost eighteen years in, he has brought over 20,000 entrepreneurs through his events and facilitated half a billion dollars in introductions and revenue. Names like Alex Hormozi, Jay Abraham, and Craig Clemens have all shared his stage. David built his entire career and net worth on one skill, putting the right people in the right room. He is based out of Austin, Texas, and he is the first to tell you he resisted vibe coding for months before it cracked his whole business wide open.

This episode matters because David is not a developer. He is not an engineer. He is, in his words, an offer guy, an operator, someone who knows the nuts and bolts of business but never touched code. And that is exactly why his story lands so hard. If you have ever thought AI was not for you because you are not technical, David is proof that thinking is wrong.

David makes a distinction that is worth sitting with. Chat AI, the kind most people use, is basically an expensive browser. You ask it a question, it gives you an answer, and you are still stuck doing the work yourself. Agentic AI, what he calls vibe coding, is a completely different animal. He compares it to a Blackhawk helicopter that flies itself versus a tricycle. You do not need to know how to pilot it. You just need to know where you want to go.

To prove it, David builds an app live in front of the room. He shows the difference between a lazy prompt and a detailed one, and the gap in quality is not subtle. A good prompt, he explains, gives the AI the context of a real thinking partner, not just a task list. He calls it inviting a swarm of experts to the table, the same way you might know that one guy at a family cookout who can fix the smoker, close a deal, and give you parenting advice all in one conversation.

Then he gets personal. David built himself a tool he calls iEngine, standing for Intelligence, Inference, and Insights. It reads fifteen years of his text messages, over 1.4 million of them, along with his entire call history, and sorts every contact in his life by relationship depth. He started with 7,368 contacts and one keystroke later had them organized down to what actually mattered. It tells him who to reach out to, who has gone cold, and what he owes people. He puts it simply. If you are using a normal CRM, you are the CRM's bitch. He flipped that.

If you run a business and have ever felt boxed in by what you think AI can or cannot do for you, this one will reframe everything. Head over to https://caryjack.com/podcastin/ and listen to the full episode. David's energy alone is worth the time, but the mindset shift underneath it is what will actually stick with you.

Connect with David
https://www.facebook.com/InternetMarketingParty
https://www.instagram.com/internetmarketingparty/
https://www.youtube.com/@ImarketingParty
https://www.linkedin.com/in/davegonzalez/

Find David on this website: https://simplythecoolest.com/

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

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Have you ever felt like you were walking through quicksand every single day in your business?

Like you were taking three steps forward and two steps back no matter how hard you worked? That was Tim Calise's life for years, and it might be yours right now too.

In this episode of The Happy Hustle Podcast, I brought in Tim Calise for our AI Masterclass Workshop during our Happy Hustle Club meeting, and I sat down to soak up everything he's learned about scaling with artificial intelligence. Tim's path has been anything but a straight line. He started a late night snack delivery business in college, recruiting his fraternity brothers to help him hustle. From there he launched a hedge fund in his early twenties and had to give it all back right before the 2008 crash. He got into fitness and technology after that, joining Alex and Layla Hormozi at Gym Launch, where his team took the company from zero to 35 million dollars in revenue in under a year and a half, then added two more businesses worth over 50 million a year on top of that. Eventually he moved to Nashville, met his current business partner, the guy who actually created the technology behind Apple Pay, and now runs a house of brands company that spans compliance, auditability, and moving money around the world. Tim is a husband of 18 years, a father of three, and he's built a team of about 160 people around the globe that operates 24 hours a day. His company will do around 5 billion dollars in turnover this year, and they've been in business for less than 18 months.

I wanted Tim on this stage because he's not talking theory. He's talking about what he is literally doing right now to run a company at this scale without burning himself out or losing time with his family. That's the whole point of the Happy Hustle. Build something big without sacrificing the people and the life that matter most.

Here's what stuck with me most from his talk.

AI is not just a better tool, it's a fifth form of leverage. Tim broke down the four types of leverage that have driven wealth for the past 200 years: labor, capital, code, and content. Each one takes time, money, or both to build. AI is different. It's permissionless, you don't need to ask anyone, and once you deploy it, it keeps working for you.

Capacity outpacing sales is a good problem to have. Most businesses bleed money because they build out people and systems before the revenue shows up. Tim's team flipped that. They have more opportunity than people right now, and AI is what lets them architect for the future they already know is coming.

His team built an agent that hunts for clients around the clock. It crawls the internet looking for nuanced signals, like specific plugins on a website, that flag a great fit client. It scores leads automatically and populates their CRM without a human touching it. One of those messages landed a call with a company doing a billion and a half dollars a year in revenue, and Tim's team didn't even know the message went out until the reply came in.

The real win isn't the revenue, it's his time back. Tim was honest about the years he spent fighting an uphill battle in business, never having the right tools. Now he says his marriage is in the best spot it's ever been, and he can spend time with his kids on his own schedule instead of whatever time was left over.

Humans still run the show. Even with agents doing the heavy lifting, Tim's principle is simple. The agent does the work, humans stay informed and empowered, and every exception gets handled at the people level. AI replaces busy work, not judgment.

If you're building something and you feel like you're stuck in that same quicksand Tim described, this conversation is going to hit different. Go listen to the full episode at https://caryjack.com/podcastin/. It just might be the reset you didn't know you needed.

Connect with Tim
https://www.facebook.com/timcalise
https://www.instagram.com/tim.calise/
https://www.youtube.com/@timcalise/featured
https://www.linkedin.com/in/tcalise/
https://www.tiktok.com/@timcalise?is_from_webapp=1&sender_device=pc

Find Tim on this website: https://timcalise.com/about-me

Connect with Cary!
https://www.instagram.com/caryjack/
https://www.facebook.com/SirCaryJack
https://www.linkedin.com/in/cary-jack-kendzior/
https://twitter.com/thehappyhustle
https://www.youtube.com/channel/UCFDNsD59tLxv2JfEuSsNMOQ/featured

Get a copy of his new book, https://www.thehappyhustle.com/book

Episode Sponsors:

This ain’t your average magnesium—it’s got all 7 essential forms that your body needs to chill out, sleep deeper, and feel more balanced. I take it every night and legit notice the difference the next day. No more waking up groggy or tossing and turning all night

It’s made with clean, non-toxic, and eco-friendly materials, so you’re not just sleeping better, you’re sleeping healthier too. The comfort and support are on another level, and you can really feel the difference night after night.

If you’re ready to upgrade your sleep and wake up feeling recharged, check out https://ozlosleep.com and save $80 OFF using code HAPPY.