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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:
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 ever will.
Whether you're just starting or you've been grinding for years, this will reshape how you think about skill, time, and growth.
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 consultation, how it changed the way he built his business, and why most entrepreneurs don’t need more advice; they need the right environment.
Whether you’re climbing the corporate ladder or building your 5-9, this is the clarity you didn’t know you needed.
🔗 Follow Kyle on Instagram: @kyle.jerome.carter
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 work or planning your full exit, these 5 books will level you up faster than any podcast, course, or IG Reel ever could.
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 tonight, and the confidence to actually follow through.
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 why most aspiring entrepreneurs do nothing (even when they “know enough”).
Whether you’re stuck in research mode, drowning in podcast episodes, or just afraid to take that next step—this is the episode that gets you moving.
💥 Listen if you’ve ever:
💡 In this episode, you’ll learn:
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 where you are—and exactly what comes next.
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 and real income potential.
Whether you're an ambitious employee, a working entrepreneur, or somewhere in between, this is the blueprint for building freedom without recklessly quitting your job.
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 the episode you needed to hear.
Let's get into it.
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 help you get clear on your next move—and stop wasting time on paths that don’t align.
🎯 If you’re ready to go deeper, I created The Pre-Requisite Challenge just for people like you.
It starts May 13.
From the publisher's feed
Some problems are expensive because of what they cost. Others are expensive because of what they prevent.
Expensive Problems with Kyle Jerome Carter is a business strategy podcast…
Business Strategist Kyle Jerome Carter brings a perspective grounded in marketing, customer psychology, analytics, and how businesses operate. Through solo episodes and conversations with owners, executives, and operators, he examines what is happening, what gets missed, and what deserves a closer look before the next decision.
Why does every problem still come back to the owner? Why does more marketing create activity without enough profitable business? What happens when growth puts more pressure on a team instead of creating progress?
These conversations connect the visible problem to the decisions and working conditions behind it, helping you ask better questions, consider the tradeoffs, and decide what to do next.
If you are responsible for people, customers, decisions, or results, you are in the right place.
Business strategy. Real consequences.
Previously, Everything Entrepreneurship with Kyle Jerome Carter. Earlier episodes remain part of the archive.
Learn more: https://kylejeromecarter.com