Entrepreneur Honestly: Honest Tips for Freelance Entrepreneurs

14: Journey to Six Figures: What's Blocking You? (pt.1)

Anastasia Marie

Why the hell does hitting six figures feel so hard? If you’ve ever found yourself overthinking your business wondering what’s missing, this episode is for you. Today I have on my two clients Laura and Andrea , all badass entrepreneurs and we get honest about money fears, people pleasing, freelancing struggles, and the mindset blocks that actually keep you from leveling up.

We unpack the real reasons so many freelancers and entrepreneurs get stuck before hitting the coveted six-figure milestone. From emotional blocks and financial wake-up calls to digital nomad taxes and alter ego this is the episode you need. 

🔎 Where to Find the Guests:

🧠 Topics Covered:

  • Why now is the time to hit six figures

  • Fear of failure and inconsistent income

  • The trap of people-pleasing in client work

  • Learning high-income skills (like sales or coding)

  • Emotional attachment to clients vs. business growth

  • What it really takes to build a sustainable business

  • Vision boarding your dream life through alter egos

🔧 Key Takeaways:

  • 💰 Your income ceiling is usually a mindset issue, not a skill issue.

  • 🚫 Create an "Anti To-Do List" to stop sabotaging your business.

  • 🧍‍♀️ Develop an alter ego (like “Alex” or “Nova”) to embody your confident, higher-earning self.

  • 🧾 Set boundaries with clients to protect your time and business growth.

  • 🧑‍🎓 Learn a high-value, scalable skill (like coding Shopify templates or sales) to stabilize and grow your income.

  • 🔁 Pitching is a numbers game. Systems and boundaries will give you back your power.

🧠 Resources Mentioned:

  • Mindset Mentor Podcast by Rob Dial

  • Six Months to Six Figures by Peter Voogd (recommended book)

  • Watch this on how to build your masculine business alter ego

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This podcast is for new freelancers, aspiring entrepreneurs, service-based businesses, and independent contractors wanting mindset shifts, work freedom and client attraction. They deal with burnout, client management, imposter syndrome, pricing, inconsistent income, self-doubt.