How to Overcome Common Challenges When Starting a Side Hustle
Starting a side hustle sounds like a dream come true, right? Extra income, pursuing your passion, potentially quitting your day job someday—what’s not to love? But let’s be real: it’s not all sunshine and rainbows. There are plenty of challenges that can make you want to throw in the towel before you’ve even started. Don’t worry, though. I’ve got your back. Here’s how to tackle those common side hustle hurdles with a smile (and maybe a laugh).
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Iolande Argent
5/10/20243 min read


1. Finding the Time
Let’s face it: we’re all busy. Between your full-time job, family, friends, and binge-watching the latest Netflix series, finding time to work on your side hustle can feel impossible.
Solution: Schedule it like you would any other important task. Block out dedicated time in your calendar, even if it’s just an hour a day. Use productivity hacks like the Pomodoro Technique (work for 25 minutes, break for 5) to stay focused. Remember, consistency is key. Little by little, you’ll make progress.
2. Battling Self-Doubt
You’ve got this brilliant idea, but then that little voice in your head starts whispering, “Who do you think you are? You can’t do this.” Self-doubt is a common enemy for side hustlers.
Solution: Tell that voice to take a hike. Surround yourself with positive influences—friends, family, fellow hustlers—who believe in you. Keep a “brag book” where you jot down all your achievements, no matter how small. On tough days, read through it to remind yourself of how awesome you are.
3. Lack of Funds
Starting a side hustle can feel like an uphill battle when your bank account is giving you side-eye. Funding your new venture without breaking the bank is a real challenge.
Solution: Bootstrap it! Look for low-cost or free tools to get started. Use social media for marketing, DIY your website with platforms like WordPress or Wix, and tap into your network for help and advice. Consider starting small and reinvesting your profits as you grow. Remember, Rome wasn’t built in a day, and neither is a successful side hustle.
4. Finding Customers
You’ve built it, but will they come? Finding your first customers can be daunting. How do you get people to notice your amazing side hustle?
Solution: Start with your inner circle. Your friends, family, and colleagues can be your first customers and cheerleaders. Use social media to spread the word, join online forums related to your niche, and don’t be afraid to ask for referrals. Offer something unique, whether it’s a killer introductory discount or a standout service. Make it easy for people to say “yes.”
5. Balancing Quality and Growth
You want to grow your side hustle, but you also want to maintain the quality that makes you special. How do you do both without losing your sanity?
Solution: Systems and processes are your new best friends. Streamline your operations with checklists, templates, and automation tools. Outsource tasks that aren’t your forte (hello, Fiverr and Upwork) and focus on what you do best. Remember, quality should never be compromised for the sake of growth. Find that sweet spot where both can coexist.
6. Dealing with Burnout
You’re hustling hard, but now you’re feeling exhausted, overwhelmed, and ready to quit. Burnout is real, and it’s the nemesis of every passionate side hustler.
Solution: Take a step back and breathe. Schedule regular breaks and downtime to recharge. Set realistic goals and don’t try to do everything at once. Celebrate your wins, no matter how small, and remind yourself why you started this journey in the first place. Passion is a powerful fuel, but even the best engines need a break.
The Bottom Line
Starting a side hustle comes with its fair share of challenges, but with the right mindset and strategies, you can overcome them. Know your why, stay flexible, and keep pushing forward. And remember, every successful side hustler started where you are now—facing challenges, figuring it out, and making it happen.
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Until next time, keep hustling and stay resilient!