

#371: Why The Most Talented Freelancers Sabotage Their Own Progress
5 snips Jul 15, 2025
Explore the challenges talented freelancers face when they're afraid to revisit the novice stage. Embrace the discomfort of learning new skills and understand how this can fuel growth. Discover the importance of being a T-shaped freelancer, mastering one core skill while branching into others. Dive into overcoming self-sabotage, especially the fear of technology, and learn how to ditch excuses that keep you stagnant. Finally, confront the gap between aspirations and reality, and take action to fill your client calendar.
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Fear Blocks Freelancers' Growth
- Many skilled freelancers sabotage progress due to fear of being bad at new things again.
- This ego protection prevents them from adapting and growing their businesses effectively.
Dare to Suck for Growth
- Embrace the mantra "dare to suck" to accept being bad at new skills temporarily.
- Making small progressions through imperfection leads to real growth.
Be a T-Shaped Freelancer
- Being a well-rounded freelancer with diverse skills helps in managing all business roles.
- The freelancer becomes a T-shaped expert, deep in craft and competent in business and marketing.