Beyond Fear: 10 Steps to Uncover What’s Holding You Back from Starting Your Hustle

Starting a side hustle can be an exciting yet daunting endeavor. Often, the biggest hurdle isn’t the external challenges but the internal ones. Reflecting on what’s holding you back is the first step towards overcoming these obstacles. This guide will walk you through a reflective process. It will help you identify and address the barriers keeping you from launching your side hustle.

Step 1: Set Aside Dedicated Reflection Time

1. Choose a Quiet Space: Find a quiet, comfortable space where you won’t be disturbed. This could be a cozy corner of your home, a park, or any place that brings you peace.

2. Allocate Time: Set aside at least 30 minutes for this reflection. It’s important not to rush this process.

Step 2: Prepare Your Reflection Tools

1. Journal or Digital Document: Decide whether you prefer writing on paper or typing. Both methods have their benefits, so choose what feels most natural to you.

2. Writing Instruments: If you’re using a journal, have a pen or pencil ready. For digital reflection, open a new document on your computer or tablet.

Step 3: Ground Yourself

1. Deep Breathing: Start with a few deep breaths to center yourself. Inhale slowly, hold for a few seconds and exhale gently.

2. Mindfulness Moment: Spend a moment to acknowledge your presence in the here and now. Let go of any immediate worries or distractions.

Step 4: Reflect on Your Feelings and Fears

1. Identify Your Emotions: Write down how you feel about starting your side hustle. Are you excited, anxious, overwhelmed?

2. Acknowledge Your Fears: Clearly articulate any fears you have. Is it fear of failure, judgment, or the unknown?

Step 5: Explore the Root Causes

1. Ask “Why” Five Times: For each fear or emotion, ask yourself “Why” five times to dig deeper into the root cause. This technique helps uncover underlying issues.

2. Look for Patterns: As you explore your feelings and fears, look for recurring themes. Are your fears mostly related to financial security, personal ability, or external opinions?

Step 6: Consider Your Resources

1. List Available Resources: Write down all the resources you currently have, such as savings, skills, a supportive network, or access to learning materials.

2. Identify Gaps: Note what resources you lack. Is it knowledge, funding, or time?

Step 7: Brainstorm Solutions

1. For Each Gap, List Potential Solutions: If lack of knowledge is a barrier, could you take online courses or find a mentor? If funding is an issue, what about crowdfunding or a part-time job to save up?

2. Set Small, Achievable Goals: Break down your solutions into small steps. For example, if you need to learn a skill, your first step could be to research the best online courses.

Step 8: Create an Action Plan

1. Prioritize Your Steps: Decide which steps are most crucial and start there. Prioritization helps prevent overwhelm.

2. Set Deadlines: Assign realistic deadlines to each step to keep yourself accountable.

Step 9: Reflect on Your Progress

1. Regular Check-ins: Set a schedule for regular reflection sessions to assess your progress. This could be weekly or monthly, depending on your goals.

2. Adjust as Needed: Be flexible and willing to adjust your plan based on what you learn during these check-ins.

Step 10: Seek Feedback and Support

1. Share Your Reflections: If comfortable, share your reflections with a trusted friend or mentor. They can offer valuable perspectives and encouragement.

2. Build a Support Network: Connect with others who are also starting side hustles. Peer support can be incredibly motivating.


Reflect on what’s holding you back. It’s a powerful exercise. It can reveal hidden fears and obstacles. Follow this step-by-step guide. It will clarify what’s been blocking you. You’ll also make a plan to move forward. Remember, reflection is ongoing. It’s okay to revisit and revise your plan as you grow and learn.

Leave a Comment