Your Side Hustle Will Never Be Your Main Income Until You Stop Doing These 3 Things (Tough Love from Someone Who's Been There)

9 min read
Your Side Hustle Will Never Be Your Main Income Until You Stop Doing These 3 Things (Tough Love from Someone Who's Been There)

Your side hustle won't replace your income until you stop these 3 habits. Real talk from a coach who went from $50k debt to 6-figures. Here's what to change.

Let me be blunt: You're reading this article because you're probably on a trajectory where it's becoming impossible to quit your day job with your current approach. I know that stings. But here's the thing, I'm not saying this to be cruel. I'm saying it because I've been exactly where you are. Ten years ago, I was over $50,000 in debt and became nearly homeless. I had dreams of building something of my own, but I kept doing things that guaranteed I'd stay stuck and broke. Today, I run a full-time coaching business and I've helped dozens of ambitious professionals turn their side hustles into legitimate, sustainable businesses. The difference between where I was and where I am now? I stopped doing the three things I'm about to share with you. If you're working nights and weekends on your business (or if you're at a point where you're discouraged and quietly quitting...) and still can't see a path to making this your full-time income, this is for you. The Harsh Reality: Most Side Hustles Stay Side Hustles Here's what nobody tells you: 86.3% of small business owners earn less than $100,000 annually. And 35% of aspiring entrepreneurs cite inconsistent income as their biggest fear about going full-time. Those aren't just statistics, they're warning signs. Your side hustle is stuck because you're treating it exactly like... a side hustle. You're operating with side hustle habits, side hustle boundaries, and a side hustle mentality. And until you change that, you'll keep getting side hustle results. After coaching over +10 years with +5,400 hours and working with driven professionals who want to hit their goals, I've identified the exact patterns that keep talented people trapped in the "almost making it" zone. Let's talk about what's really holding you back. Thing #1: You're Undercharging Because You're Afraid of Being "Too Expensive" This is the number one killer of side hustles trying to become real businesses. You're charging $50 for something that should cost $500. You're offering packages at $200 when they should be $2,000. And when someone asks about your pricing, you immediately apologize or justify it. Why this happens: You still think like an employee, not a business owner You're comparing yourself to other beginners instead of established experts You believe you need to "pay your dues" with low prices first You're afraid people won't pay more (spoiler: the right people will) The truth bomb: When I managed the largest and highest-performing national sales department as the youngest female leader, I learned this critical lesson: price communicates value. When you undercharge, you're not being generous, you're telling the market you're not confident in what you offer. What to do instead: Do a real assessment of your skills: How many years of experience do you have? Calculate what you actually need to charge to replace your income (don't guess, do the math) Price based on the transformation and results you deliver, not the hours you work! Create premium packages that attract serious clients who are ready to invest Stop apologizing for your rates (ever!) Here's the reality: You can't scale to $5,000+ months by charging $100 per client. The math doesn't math. You'd need 50 clients, which means you're building a hamster wheel factory, not a business. Action step: This week, review your current pricing. If it doesn't make you slightly uncomfortable, it's too low. Raise your prices by at least 30% for all new clients starting next month. Thing #2: You Have No Boundaries, So Your "Business" Is Actually Just Chaos Let me paint a picture: You respond to client messages at 10 PM. You take discovery calls during your lunch break. You work on your business "whenever you have time," which means never consistently. You say yes to every request because you're afraid of losing the client. Sound familiar? This is not a business, this is a high-stress hobby that happens to make a little money. When I started my coaching business over five years ago, I had to learn this the hard way. I took clients at any time, and I had no systems. I was exhausted, inconsistent, and worst of all, I wasn't growing. Why this kills your side hustle: You can't scale chaos (you can only replicate it!) Clients don't respect businesses that don't respect themselves You're training people to expect instant access and help, which isn't sustainable You're too burned out to do the strategic work that actually grows revenue The truth bomb: Real businesses have *operating hours*. Read that again! Real businesses have processes, operating hours and a framework their customers follow. Real businesses don't respond to non-emergencies at midnight (unless you're an emergency service!) And real businesses charge enough that they can afford boundaries. What to do instead: Set specific business hours and communicate them clearly Set a daily work schedule for YOURSELF. That's when you show up (think of it as your "shift") to work on your business Create response