Everything Entrepreneurship The Podcast

You’ve shown up early. Stayed late. Hit every deadline. But never for yourself.

In this episode of Everything Entrepreneurship, Kyle breaks down exactly why going all in on you feels so much harder than going all in at work—and how to flip that switch.

From systems and structure to fear and self-trust, Kyle shares powerful mindset shifts and practical steps you can use this week to stop giving 100% to a job that doesn’t belong to you...

Most people don’t fail in business because of a bad idea; they fail because they didn’t respect what they were getting into. In this episode of Everything Entrepreneurship, I break down the #1 mistake new entrepreneurs make when transitioning from employee to side hustle or full-time business.

We’ll talk about:

• Why so many people give up too early
• The difference between making money vs earning it
• The real costs (time, money, mindse...

Everyone talks about the 10,000-hour rule, but no one talks about how many of those hours are wasted.

In this episode, I break down the truth about what actually makes someone great, not just in theory, but in real life. You’ll learn the four scientific conditions that make practice actually work, the 4 levers of accelerated mastery, and why I believe 720 structured hours can change your life faster than 10,000 unstructured ones eve...

Before you pay for a coach or wait around for a mentor, ask yourself this: Are you ready to be challenged, or are you just looking for comfort?

In this episode, Kyle Jerome Carter breaks down the real differences between coaching and mentorship, how to know if you're actually ready for either, and the two biggest factors that determine success: ego and execution.

You'll also hear the story of Kyle's first $1,100 consul...

After reading over 200 books, these 5 stand out above the rest. If you're building a business while working a 9-5 or trying to transition the right way, these books will shift how you think, execute, and grow.

These aren't just motivational reads. They’re frameworks, mindset builders, and strategy tools that every entrepreneurial employee and working entrepreneur should have on deck.

Whether you're side hustling after ...

After a long day at work, the last thing you want to do is “hustle.” But what if you didn’t have to force motivation? In this episode, I break down my 5-9 Reset Ritual, a powerful, repeatable system that helps you build momentum after work even when you’re tired. Whether you’re building a business, side hustle, or second stream of income, this is the framework that works in real life. You’ll walk away with clear steps you can use t...

Overthinking is the new procrastination—and it’s quietly killing your momentum.

In this episode of Everything Entrepreneurship, Kyle Jerome Carter breaks down the psychology behind analysis paralysis, how to recognize when you’ve consumed enough information, and the exact moment you need to pull the trigger. You’ll learn the 3-part framework to act with confidence, the 17x17 method for building real consistency, and the truth about ...

Entrepreneurship has changed—but most people are still following outdated advice.
In this episode, I’m breaking down the real path from employee to business owner and revealing why intrapreneurship is the new prerequisite for anyone serious about building a second stream of income.

We’ll reframe what it means to be an entrepreneur today, dismantle old myths, and walk through the New Entrepreneurship Spectrum so you can locate w...

They taught you how to clock in, but not how to cash out on your terms. In this episode, Kyle Jerome Carter breaks down the real difference between W-2 employment and 1099 freelancing—and why freelancing might be the most strategic bridge between your 9-5 and full ownership. You’ll learn how to flip job insecurity into opportunity, use your current role as leverage, and structure a freelance offer that gives you both flexibility an...

 Everyone talks about hustling after work.
 But no one talks about the silent mental exhaustion that comes with building your dream while surviving your 9-5.
 In this episode, Kyle Jerome Carter pulls back the curtain on the real emotional cost of entrepreneurship — and how to protect your energy, your focus, and your mental health along the way.
 If you’re serious about building smart (not just building fast), this is ...

Most people never stop to ask the one question that could change their life: Is entrepreneurship really for me?
In this episode, I walk you through the 4 questions you need to ask yourself to know if you're truly ready to build something of your own—or if you're just reacting to pressure, burnout, or comparison.

Whether you're feeling stuck, burnt out, or pulled toward something bigger… this episode will...

 In Part 2 of this two-part series, we move from strategy to structure—breaking down the five most practical business vehicles you can start while working your 9-5.
I’m not here to tell you what business to start—I’m here to help you find the one that fits your life, your energy, and your income goals.
We’re talking affiliate marketing, coaching, real estate, B2B consulting, and franchise ownership—no fluff, no hype, just...

Most people treat their time off like a break from work—but what if you used it as a step toward freedom? In this episode, Kyle breaks down how to strategically use PTO, sick days, holidays, unpaid time, and remote days to build real momentum in your business—without quitting your 9-5.Whether you're building your first side hustle or making serious moves toward entrepreneurship, this episode shows you how to stop w...

How you do anything is how you do everything. If you can’t hold yourself accountable in your 9-5, you’re going to struggle in your business."

In this episode, we’re diving deep into Extreme Ownership—why practicing accountability inside your 9-5 is the key to succeeding in your 5-9. If you think quitting your job will suddenly make you more productive, more disciplined, or more serious about entrepreneurship, you’re lying to yo...