289 - Why Fear Stops Us From Winning (A True Story) episode artwork

EPISODE · Feb 6, 2026 · 11 MIN

289 - Why Fear Stops Us From Winning (A True Story)

from Become Your Own Boss: Tips for Starting and Growing Your Own Small Business · host Monica Allen

In this inspiring episode, Monica shares a powerful story from her son’s middle school basketball game that mirrors a truth many entrepreneurs overlook: regret hits harder than failure. Through a deeply personal lens, she explores how fear of judgment, not failure, holds us back from our greatest opportunities...in business and in life. Whether you’re sitting on a bold idea, hesitating to launch a product, or unsure how to take the next step, this episode will push you to move forward, even if you’re not sure what the result will be. Because progress doesn't come from perfection, it comes from action.Episode Quote: I've missed more than 9,000 shots in my career. I’ve lost almost 300 games. I’ve failed over and over and over again in my life. And that is why I succeed. ~ Michael JordanWhat You Will Learn in This Episode:How to overcome fear of judgment that keeps you stuckHow to use missed opportunities as learning toolsHow to build real confidence without waiting for validationHow to reframe rejection and missed chances in businessHow to encourage yourself (and others) to keep showing upSign Up for the ⁠Level Up Living Newsletter⁠⁠KICKSTART YOUR BUSINESS PROGRAM⁠⁠⁠Monica's FREE ebook⁠⁠: 11 Essential Secrets for Small Business SuccessGet your⁠ ⁠Become Your Own Boss Planner⁠⁠Ways to reach Monica:Instagram: @becomeyourownbosspodcastEmail: [email protected] now to find the courage to take your shot.📱 Don’t forget to subscribe and leave a review on Apple or Spotify—your support means everything.

In this inspiring episode, Monica shares a powerful story from her son’s middle school basketball game that mirrors a truth many entrepreneurs overlook: regret hits harder than failure. Through a deeply personal lens, she explores how fear of judgment, not failure, holds us back from our greatest opportunities...in business and in life. Whether you’re sitting on a bold idea, hesitating to launch a product, or unsure how to take the next step, this episode will push you to move forward, even if you’re not sure what the result will be. Because progress doesn't come from perfection, it comes from action.Episode Quote: I've missed more than 9,000 shots in my career. I’ve lost almost 300 games. I’ve failed over and over and over again in my life. And that is why I succeed. ~ Michael JordanWhat You Will Learn in This Episode:How to overcome fear of judgment that keeps you stuckHow to use missed opportunities as learning toolsHow to build real confidence without waiting for validationHow to reframe rejection and missed chances in businessHow to encourage yourself (and others) to keep showing upSign Up for the ⁠Level Up Living Newsletter⁠⁠KICKSTART YOUR BUSINESS PROGRAM⁠⁠⁠Monica's FREE ebook⁠⁠: 11 Essential Secrets for Small Business SuccessGet your⁠ ⁠Become Your Own Boss Planner⁠⁠Ways to reach Monica:Instagram: @becomeyourownbosspodcastEmail: [email protected] now to find the courage to take your shot.📱 Don’t forget to subscribe and leave a review on Apple or Spotify—your support means everything.

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289 - Why Fear Stops Us From Winning (A True Story)

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This episode is 11 minutes long.

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This episode was published on February 6, 2026.

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In this inspiring episode, Monica shares a powerful story from her son’s middle school basketball game that mirrors a truth many entrepreneurs overlook: regret hits harder than failure. Through a deeply personal lens, she explores how fear of...

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