Job Exit Strategy to Entrepreneurship: Brian O'Neill

April 2, 2024  by Ewell Smith

👉 Stuck in a job that's sucking the life out of you?


Learn how Brian O'Neill, host of the W-2 Prison Break Show, unpacks the thoughts that hold most people back from breaking free


Brian shares 5 takeaways on this episode of Close The Deal. Com Podcast: 



  • Brian's favorite place to close the deal over dinner
  • Brian's breaking point to freedom
  • Mindset Transformation: Shift from scarcity to abundance mindset for success.
  • Focused Action: Prioritize tasks and take consistent imperfect action.
  • Ownership and Responsibility: Take charge of choices for entrepreneurial progress.



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CTD Podcast with Brian O'Neill

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Entrepreneurship and Mindset Journey:


Brian O'Neill, host of the W2 Prison Break Show, shares insights and experiences with Ewell Smith about transitioning from a traditional job to entrepreneurship. His journey is marked by a shift in mindset, from a scarcity mentality to an abundance mindset. Brian emphasizes the significance of mindset in overcoming challenges and achieving success as an entrepreneur.


Overcoming Limiting Beliefs:

 

One of the key themes in Brian's discussion is the need to overcome self-limiting beliefs. Many individuals struggle with beliefs such as not having enough time, knowledge, or money, as well as fear of what others might think. Brian helps people identify and challenge these limiting beliefs, empowering them to take action towards their entrepreneurial goals.


Focus and Action: 


Brian stresses the importance of focus and action in the entrepreneurial journey. He advises against multitasking and perfectionism, which can hinder progress. Instead, he encourages individuals to prioritize tasks and take imperfect action, as this approach leads to tangible results and forward momentum.


Ownership and Responsibility: 


Taking ownership of one's life and decisions is a central theme in Brian's coaching and mentorship. He emphasizes the need to stop blaming external factors and take responsibility for choices that align with personal and professional aspirations. By owning their lives, individuals can overcome obstacles and move closer to their entrepreneurial dreams.


Call to Action and Resources: 


Brian offers practical resources and guidance for aspiring entrepreneurs. The W2 Prison Break Roadmap, a comprehensive guide, provides step-by-step insights for transitioning from a traditional job to entrepreneurship. Additionally, Brian's mastermind group offers a supportive community of like-minded individuals on similar entrepreneurial journeys, providing accountability, support, and opportunities for growth.


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Ewell Smith, host of the Close The Deal Podcast, discussing sales systems and revenue growth

About the Author Ewell Smith is the publisher of CloseTheDeal.com, host of the Close The Deal Podcast, and author of Your First Franchise Roadmap. He interviews franchisors, founders, and sales and marketing leaders to help franchise owners and candidates drive more revenue and find the right opportunity. His work focuses on practical franchise strategy, the right mindset, and helping people close the deal on their next chapter.

Person pausing before taking a step, illustrating fear and procrastination in decision making
By ewell smith April 17, 2026
The number one thing I see that kills more deals than anything else isn’t money, timing, or even opportunity. It’s fear. As a franchise consultant, I see it play out every single day. Someone gets close to making a decision. They like the brand, they understand the model, and they can clearly see the path forward. Then something shifts. Doubt creeps in. Questions start stacking up. They begin to wonder if they can really do it, if they’re capable of running the business, or if they’re taking on more risk than they should. From there, hesitation sets in. That hesitation slows momentum, and what started as a strong, forward-moving decision turns into delay. That delay eventually becomes procrastination. And more often than not, that procrastination leads to inaction. The deal never gets done. What’s interesting is that fear rarely shows up as something obvious. It doesn’t announce itself. Instead, it disguises itself as logic. It sounds like someone wanting more time, more information, or more certainty. It shows up as overthinking or the desire to get everything just right before making a move. One of the most common forms of this is perfectionism. People convince themselves they’re being careful or strategic, when in reality they’re avoiding taking action because they don’t want to get it wrong. The truth is, there is no perfect time. There never has been, and there never will be. Waiting for perfect conditions is one of the easiest ways to stay stuck without realizing it. That’s why, once you’ve made a decision that matters, it’s critical to keep moving. Not all at once, and not in a perfect way, but through small, consistent steps that build momentum. That’s what separates people who move forward from those who stay stuck in place. This is also a core theme behind the Close The Deal Podcast. Even high performers, people who are successful in many areas of their lives, still struggle with procrastination. They still find ways to delay decisions or avoid uncomfortable actions. Sometimes the reasons sound legitimate, but more often they’re just well-disguised excuses rooted in fear. The quotes below resonate because they cut through that noise. They don’t just sound good, they point directly at what’s really going on beneath the surface. Let them challenge the way you’re thinking about the thing you’ve been putting off. And when you’re ready to move, there’s a short guide on this page that walks you through simple steps to take immediate action and get started. 11 Quotes That Expose Fear (and Push You to Act) “Procrastination is not a time management problem. It’s an emotion management problem.” - Timothy Pychyl 2. “Do one thing every day that scares you.” - Eleanor Roosevelt 3. “Inaction breeds doubt and fear. Action breeds confidence and courage.” - Dale Carnegie 4.“Fear defeats more people than any other one thing in the world.” - Ralph Waldo Emerson 5. “Action cures fear.” - David J Schwartz 6. “Do the thing you fear, and the death of fear is certain.” - Ralph Waldo Emerson 7. “Everything you’ve ever wanted is on the other side of fear.” - George Addair 8. “Fear is only as deep as the mind allows.” - Japanese proverb 9. “Courage is resistance to fear, mastery of fear—not absence of fear.” - Mark Twain 10. “If you are not willing to risk the usual, you will have to settle for the ordinary.” - Jim Rohn 11. “Do what you can, with what you have, where you are.” - Theodore Roosevelt Close The Deal With Yourself If something came to mind while reading this, that’s probably the thing you’ve been putting off. Not everything, just one decision or action that’s been sitting there longer than it should. You don’t need to solve the whole thing today. Just take the first step. That might be making a call, sending an email, or simply starting the process. Momentum doesn’t come from thinking about it, it comes from doing something, even if it’s small. If you want help getting started, there’s a short guide on this page that breaks down simple steps to take immediate action. It’s designed to help you move past hesitation and actually begin. Because at the end of the day, the goal isn’t to think about it. The goal is to start. FAQ (Fear, Procrastination, and Taking Action)
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