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6 Common Mistakes New Side Hustlers Make (And How to Avoid Them)

  • lindangrier
  • Oct 30
  • 5 min read

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Starting a side hustle is an exciting step. It’s filled with the promise of extra income, new skills, and more freedom. But the path from starting to succeeding is often littered with easily avoidable pitfalls.


Many passionate beginners stumble not because their idea is bad, but because they make common, yet costly, mistakes.


Think of launching a side hustle like building a piece of furniture from a flat-pack box. If you skip the instructions and just start hammering pieces together, you'll likely end up with something wobbly and unstable.


But if you take the time to read the steps, you'll build something strong that lasts.


This guide will walk you through the six most common mistakes new side hustlers make. By understanding these pitfalls upfront, you can save yourself time, money, and a whole lot of frustration, building a side hustle that’s built to last.


Mistake #1: Choosing a Hustle Based Only on Money, Not Passion or Skill


It's tempting to chase the side hustle that promises the highest income. You see someone making thousands a month selling a particular product or service, and you think, "I should do that!"


But if you have no interest in the topic and no relevant skills, you're setting yourself up for a quick burnout.


The Problem: A side hustle requires dedication outside of your normal working hours. If you don't enjoy the work, it will feel like a second, miserable job.


Your lack of genuine interest will also show through to potential customers, making it hard to build a loyal following.


The Solution: Use the "Passion & Skill" Venn Diagram.

  • Draw two overlapping circles.

  • In one circle, list your skills (e.g., writing, organizing, teaching, designing).

  • In the other, list your interests and passions (e.g., gardening, personal finance, vintage clothing).

  • The sweet spot where they overlap is where you'll find your most sustainable and enjoyable side hustle ideas.


Example: Don't just become a "virtual assistant." Become a "virtual assistant for creative small business owners" if you love creativity and are highly organized. Your passion will fuel your persistence.


Mistake #2: Trying to Be a "Jack of All Trades"


When you're new, it's scary to turn down work. You might think, "I should offer social media management, web design, copywriting, and email marketing to attract more clients!" This "generalist" approach actually makes it harder to succeed.


The Problem: Potential clients are looking for an expert to solve their specific problem. A business owner who needs help with Pinterest marketing isn't looking for a general "online marketer." They're looking for a "Pinterest Marketing Specialist."


By being too broad, you become invisible in search results and seem less credible.


The Solution: Specialize.

  • Pick a Niche: Who do you want to help? (e.g., eco-friendly brands, romance novel authors, local bakeries).


  • Pick a Service: What specific problem do you solve for them? (e.g., writing product descriptions, managing their email newsletter, creating their social media graphics).


  • Position Yourself as the Expert: Now you're not a generic freelancer; you're the "go-to" person for a specific need. This makes marketing your services infinitely easier.


Mistake #3: Not Having a Plan or Setting Clear Goals


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Jumping into a side hustle without a plan is like starting a road trip without a map. You might have a full tank of gas (motivation), but you'll likely end up lost, wasting time and resources.


The Problem: Without clear goals, you have no way to measure progress. You might spend weeks on tasks that don't move the needle, like endlessly tweaking your website logo instead of reaching out to potential clients. This leads to feeling busy but seeing no results.


The Solution: Create a Simple Side Hustle Plan.

  • Define Your "Why": Why are you doing this? Be specific. "To make an extra $500 a month to pay off my credit card" is a better goal than "to make more money."


  • Set SMART Goals: Make your goals Specific, Measurable, Achievable, Relevant, and Time-bound.

    • Not a SMART goal: "I want to get clients."

    • SMART goal: "I will reach out to 5 potential clients per week for the next month."


  • Create a Basic Weekly Schedule: Block out specific, non-negotiable time in your calendar for your side hustle. Consistency is more important than sporadic bursts of effort.


Mistake #4: Ignoring the Business Side of Things


You're a creative, a maker, or a service provider—not an accountant, right? This mindset can lead to a world of stress come tax season and can put your personal finances at risk.


The Problem: Mixing personal and business finances makes it impossible to track your true profit. Not setting aside money for taxes can lead to a nasty surprise.


And not having a simple contract for your work can leave you vulnerable to clients who don't pay.


The Solution: Set up simple business systems from day one.

  • Open a Separate Bank Account: This is your number one priority. All side hustle income and expenses should flow through this account. This makes tracking everything incredibly simple.


  • Set Aside Money for Taxes: A good rule of thumb is to set aside 25-30% of every payment you receive for taxes. Put it in a separate savings account and don't touch it.


  • Use a Simple Contract: Even for small projects, a contract protects both you and your client. It should outline the scope of work, payment terms, and deadlines. You can find free templates for service agreements online from sources like the Small Business Administration (SBA).


Mistake #5: Underpricing (or Overpricing) Your Services


Figuring out what to charge is one of the hardest parts of starting out. The fear of scaring away clients often leads to charging far too little. Less commonly, some new hustlers overprice without the portfolio to back it up.


The Problem of Underpricing:

  • It attracts difficult clients who demand the world for a bargain price.

  • It devalues your work and the entire industry.

  • It leads to burnout because you have to work twice as hard to make a decent income.


The Solution: Price with Confidence.

  • Research the Market: See what other freelancers or creators with similar experience are charging on platforms like Upwork or in industry Facebook groups.

  • Calculate Your Minimum Rate: Know your bottom line. How much do you need to earn per hour to make this worthwhile?

  • Start with Project-Based Pricing: Instead of charging by the hour, charge for the value you provide and the outcome you deliver. For example, "I will write 5 SEO-optimized blog posts for $500."


Pro Tip: When a client balks at your price, don't immediately lower it. Instead, ask, "What is your budget?" or adjust the scope of the project. "I can write 3 blog posts for that budget instead of 5."

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Mistake #6: Expecting Overnight Success and Giving Up Too Soon


This is perhaps the most common mistake of all. We see stories of "overnight success" and assume our side hustle should take off immediately. When it doesn't, we get discouraged and quit.


The Problem: The "overnight success" myth is just that—a myth. Behind every seemingly instant win are months or years of unseen work, failed attempts, and consistent effort.


Giving up in the first few months means you quit right before you might have seen a breakthrough.


The Solution: Embrace the Marathon Mindset.

  • Focus on the Process, Not Just the Outcome: Fall in love with the daily act of creating, learning, and connecting. The results will follow.


  • Celebrate Small Wins: Got your first positive review? Landed your first client? Celebrated these milestones! They are proof that you're moving in the right direction.


  • Track Your Progress: Keep a journal of what you've accomplished. Looking back after three months and seeing how far you've come is a powerful motivator to keep going.


Building a successful side hustle is a journey of learning and adaptation. By avoiding these six common mistakes, you're not just avoiding failure—you're paving a much smoother and faster road to success.


Be patient with yourself, focus on providing real value, and remember that every expert was once a beginner who refused to give up.

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