These Habits May Be Holding You Back

Every freelancer dreams of transforming their business from a personal hustle to a thriving agency. But what stands in the way? More often than not, it’s not external obstacles—it’s our own deeply ingrained habits and internal narratives.

Key Takeaways from this Episode:


– Habits are more about your reaction to stimuli than rigid daily routines
– Your brain’s default mode is safety, not success
– Overcoming procrastination requires understanding your psychological triggers

The Anatomy of a Habit

Dr. Noah St. John, renowned habit expert and bestselling author, breaks down habits into five critical elements:

1. **Trigger (Cue)**: The initial stimulus that starts the habit cycle
2. **Routine**: Your immediate response to the trigger
3. **Reward**: The psychological payoff (even if it’s counterproductive)
4. **Craving**: The underlying desire driving the habit
5. **Belief**: The internal narrative supporting the habit

The Procrastination Paradox

Take content creation, for instance. Many freelancers know they should be producing content, but fear holds them back. The trigger is thinking about creating content. The routine? Freezing up or avoiding the task. The reward? Temporary safety from potential criticism or failure.

Rewiring Your Success Mindset

The key isn’t willpower—it’s understanding and reshaping your habitual responses. Here are practical strategies to break free:

1. Acknowledge the Fear

Recognize that your brain is trying to keep you safe. The same mechanism that once protected cavemen from predators now prevents you from taking business risks.

2. Do the Scary Thing

Successful entrepreneurs, first responders, and athletes all share one trait: they do the thing that scares them. Why? Because their desire for growth outweighs their fear of failure.

3. Develop a Success Craving

Gradually shift from craving safety to craving success. Start small. Each time you push past fear, you’re reprogramming your brain’s default setting.

Real-World Application

Imagine a freelance writer afraid of pitching to big clients. The habit cycle might look like this:
– **Trigger**: Thinking about reaching out to a dream client
– **Routine**: Scrolling social media instead of sending the pitch
– **Reward**: Avoiding potential rejection
– **Craving**: Staying in the “safe” comfort zone
– **Belief**: “I’m not good enough”

By understanding this cycle, you can interrupt it. Send the pitch. Face the potential rejection. Build a new belief.

The Cerebral Cortex vs. The Caveman Brain

Your advanced brain (cerebral cortex) knows what you need to do to grow. Your primitive brain (caveman brain) wants to keep you safe. Your job is to use your cognitive abilities to override the safety mechanism.

Final Thought

Habits aren’t about perfection. They’re about progression. Each small step towards your goal is a victory against your brain’s default safety mode.

Ready to break free from your habit traps? Start today. Do one thing that scares you. Your future founder self will thank you.

Preston Lee

Preston Lee

Preston Lee is the founder of Millo.co and host of Freelance to Founder, a podcast that helps solo freelancers scale into thriving agencies. Having started, grown, and sold multiple six-figure businesses of his own, Preston now shares proven strategies for landing bigger clients, building small teams, and making the leap from solo work to sustainable agency growth.